| Name | Description | Address | Phone |
|---|
| Step Into Adventure |
| Danger Charters' "Wind and Wine" sunset sail is a lovely, intimate and romantic way to close out your day in Key West. With an extensive... |
245 Front Street |
305-304-7999 |
| A scenic tour, charter flight or almost any adventure you'd like to have is possible when you use Key West Seaplanes. These amphibious craft can land on... |
3194 South Roosevelt Blvd. |
305-294-4014 |
| Fury Water Adventures | Fury Water Adventures is home to the Glass Bottom Boat that takes you on an eco-tour of the reef that doesn't involve you actually getting into the water,... |
2 Duval Street |
800-994-8898 |
| Sebago Key West | Getting out on the water in Key West is one of the highlights of a Key West vacation. And, for a great on-the-water adventure, Sebago Key West offers a full... |
205 Elizabeth Street #1 |
305-292-2400 |
| Sightseeing Steps |
| Danger Charters' "Wind and Wine" sunset sail is a lovely, intimate and romantic way to close out your day in Key West. With an extensive... |
245 Front Street |
305-304-7999 |
| If you only have time visit one part of town, the Historic Seaport area is the place I always suggest. The Key West Harbor (Bight) was once a working waterfront... |
Along the waterfront from Front St. to Grinnell St. |
|
| A scenic tour, charter flight or almost any adventure you'd like to have is possible when you use Key West Seaplanes. These amphibious craft can land on... |
3194 South Roosevelt Blvd. |
305-294-4014 |
| Curry Mansion | The Curry Mansion was built beginning in 1855 and was the home of William Curry, Key West's first millionaire. Today, the mansion, listed on the National... |
511 Caroline Street |
305-294-5349 |
| Fury Water Adventures | Fury Water Adventures is home to the Glass Bottom Boat that takes you on an eco-tour of the reef that doesn't involve you actually getting into the water,... |
2 Duval Street |
800-994-8898 |
| Garrison Bight | Home to several charter fishing boats, 2 marinas and 2 Thai restaurants, Garrison Bight is not much to look at, but a good place to go to find a charter boat... |
North Roosevelt Blvd. and Palm Avenue |
|
| Key West Cemetery | Filled with flowers, plantings, sculpture, gravestones and vaults, the Key West Cemetery can be a place for a walking tour all its own. Pick up or print out a... |
Bordered by Olivia and Frances Streets and Windsor and Passover Lanes |
|
| Key West Ghost and Mysteries Tour | Operated by the same great people from the Trails and Tales tour, this haunted walking tour is just the right mix of scary and fun. Key West is full of ghosts,... |
310 Duval Street |
305-292-2040 |
| Key West Public Library | I've never actually taken advantage of the library's services, but while I'm out walking I often take advantage of the peaceful gardens and... |
700 Fleming Street |
305-292-3595 |
| Mallory Square | Home to Key West's famous Sunset Celebration, Mallory Square during the day is a wide open space bounded by a number of attractions and clear turquoise,... |
Mallory Square |
|
| Nancy Forrester's Secret Garden | Nancy's Secret Garden has RE-OPENED as a sanctuary featuring Nancy's precious collection of parrots, macaws and at least one cute cockatoo too. While... |
518 Elizabeth St. |
305-294-0015 |
| Sebago Key West | Getting out on the water in Key West is one of the highlights of a Key West vacation. And, for a great on-the-water adventure, Sebago Key West offers a full... |
205 Elizabeth Street #1 |
305-292-2400 |
| Southernmost House | The Southernmost House stands guard at the southernmost corner of Duval Street. Built as a private home in 1896, this spectacular Victorian spent a number of... |
1400 Duval Street |
305-296-3141 |
| Southernmost Point | The Southernmost Point buoy is one of the most popular photo op stops in Key West. While it isn't much more than a painted concrete(?) marker, there is... |
South Street and Whitehead Street |
|
| White Street Pier and the AIDS Memorial | The White Street Pier is one of my favorite spots to visit. At the entrance to the pier, you'll find the Key West AIDS memorial; a somber testament to the... |
White Street at Atlantic Boulevard and the Atlantic Ocean |
|
| Step Into History |
| Fort "Zach" has it all: a beautiful, although slightly rocky beach, a fascinating historic fort where you can take an informative self-guided tour, a... |
300 Truman Annex |
305-295-0037 |
| One of the most popular tourist destinations on the island and for good reason. The guided tour of Ernest Hemingway's Key West home is interesting for more... |
907 Whitehead Street |
305-294-1136 |
| In Key West, much of the history you have a chance to learn about and experience is from long ago. The Mel Fisher story, told in full at this fascinating... |
200 Greene Street |
305-294-2633 |
| African Cemetery | In 1860, three ships carrying Africans meant to be sold into slavery, were captured and sent to Key West. Many died at sea and another 294 died after they... |
Higgs Beach. Atlantic Avenue at White Street |
|
| Audubon House and Tropical Gardens | Filled with art and antiques, this house also features the 28 first edition works by James Audobon, which are my favorites. There is a fascinating history to... |
205 Whitehead Street |
305-294-2116 |
| Charles "Sonny" McCoy Indigenous Park | Across from the beach, this small piece of property preserves and showcases over 75 native Florida Keys native trees and plants. It's a great addition to a... |
Atlantic Boulevard at White Street |
|
| Cork and Stogie | Double your pleasure at Cork and Stogie where you can visit the Southernmost Cigar Store AND the Southernmost Wine Shop all at once! The cigar making industry... |
1218 Duval Street |
305-517-6419 |
| East Martello Towers and Museum | Fascinating history and art museum located on the east end of the island near the airport. In addition to artifacts from every phase of Key West history, the... |
3501 South Roosevelt Boulevard |
305-296-3913 |
| Harborwalk and Historic Seaport at Key West Bight | If you only have time visit one part of town, the Historic Seaport area is the place I always suggest. The Key West Harbor (Bight) was once a working waterfront... |
Along the waterfront from Front St. to Grinnell St. |
|
| Key West Cemetery | Filled with flowers, plantings, sculpture, gravestones and vaults, the Key West Cemetery can be a place for a walking tour all its own. Pick up or print out a... |
Bordered by Olivia and Frances Streets and Windsor and Passover Lanes |
|
| Key West Ghost and Mysteries Tour | Operated by the same great people from the Trails and Tales tour, this haunted walking tour is just the right mix of scary and fun. Key West is full of ghosts,... |
310 Duval Street |
305-292-2040 |
| Key West Lighthouse and Keeper's Museum | At 86 feet tall, it's an 88-step climb to the top of this 1847 lighthouse, where you'll find unparalelled views from the observation deck. The... |
938 Whitehead Street |
305-295-6616 |
| Key West Shipwreck Museum | More for kids than adults, with historic "characters" telling tales of wrecks and rescues; with artifacts of actual wrecks. The walk to the top of... |
1 Whitehead Street |
305-292-8990 |
| Little White House | Harry Truman's tropical weekend getaway offers a glimpse into both Key West and American history. The house is located in what is now the gated community... |
111 Front Street |
305-294-9911 |
| Oldest House Museum | Located right on Duval Street, the Oldest House, built c. 1829 and moved to it's current Duval Street location c. 1836, is a true piece of Key West... |
322 Duval Street |
305-294-9501 |
| West Martello Tower | The West Martello Tower, located at Higgs Beach is home to the Key West Garden Club's Botanical Gardens. The self-guided tour is free, although donations... |
1100 Atlantic Boulevard |
305-294-3210 |
| White Street Pier and the AIDS Memorial | The White Street Pier is one of my favorite spots to visit. At the entrance to the pier, you'll find the Key West AIDS memorial; a somber testament to the... |
White Street at Atlantic Boulevard and the Atlantic Ocean |
|
| Sandy Steps |
| Fort "Zach" has it all: a beautiful, although slightly rocky beach, a fascinating historic fort where you can take an informative self-guided tour, a... |
300 Truman Annex |
305-295-0037 |
| Dog Beach | Tiny beach where dogs bring their owners so they (the dogs) can go swimming. Lots of fun to watch the doggies play in the water and with each other. Right next... |
Vernon and Waddell Streets |
|
| Higgs Beach | My favorite thing about Higgs Beach is watching the ongoing volleyball games that seem to spring up from nowhere. I'm not sure what the rules are about... |
Atlantic Avenue, just west of White Street |
|
| Rest Beach | On the opposite side of the White Street Pier from Higgs Beach, Rest Beach is a small area bordered by grassy dunes. Other than what I've seen riding past... |
Atlantic Avenue, just east of White Street |
|
| Smathers Beach | The longest stretch of sand on the island. Not as big as many in Florida go, but the most "beach-like" beach in Key West, stretching a half mile (1000... |
South Roosevelt Boulevard, from Bertha Street to the airport (almost) |
|
| South Beach | A very nice, albeit small-ish beach at the end of Duval Street. Chair rentals, volleyball and beach amenities are enhanced by the presence of the Southernmost... |
Duval Street at the Atlantic Ocean |
|
| Sipping Steps |
| "The Tuna" is one of Key West's hottest spots for live music, with top acts appearing on stage every evening. Even without a live band on stage,... |
4 Charles Street |
305-517-6350 |
| The Afterdeck at Louie's Backyard is a very special place. The bar itself is small (about a dozen seats) but the deck is expansive with seating for well... |
700 Waddell Avenue |
305-294-1061 |
| When they say "the last little piece of old Key West" they're not kidding. When you're at Schooner Wharf, you can get a feel for what Key... |
202 William Street |
305-292-3302 |
| An institution with a rich history and some of the hardest working bartenders and servers on the island. Talented musicians play all day with rock and roll... |
201 Duval Street |
305-294-5717 |
| 801 Bourbon Bar | An Entertainment Complex on the corner of Duval and Petronia, 801 is one of "the" places to go for the gay community and it also welcomes visitors,... |
801 Duval Street |
305-294-4737 |
| Aqua Nightclub | Bar and nightclub featuring their famous "Reality is a Drag" show nightly. Aqua has a daily happy hour from 3 - 8PM featuring drink specials and... |
711 Duval Street |
305-294-0555 |
| Bagatelle | Located in an historic Victorian house right on Duval, Bagatelle is a great spot for people watching, and an even great spot for breakfast (served 'til... |
115 Duval Street |
305-296-6609 |
| Bobby's Monkey Bar | Casual neighborhood bar often referred to as the "Gay Cheers". Locals and tourists, gay and straight, mingle, mix and chill. Play some pool, have a... |
900 Simonton Street |
305-294-2655 |
| Bottlecap Lounge | The Bottlecap is on Simonton, only a block off Duval, but has a definite "off the beaten path" feel to it. Tables and bar stools inside and out. Dance... |
1128 Simonton Street |
305-296-2807 |
| Bourbon Street Pub | A mainstay in the gay community, Bourbon St. Pub has a lot of fun to offer everyone. 4 separate bars (the Garden Bar is for men only), hot male dancers on stage... |
724 Duval Street |
305-293-9800 |
| The Bull, Whistle Bar, Garden of Eden | Located on the corner of Duval and Caroline Streets, this three-story collection of classic Key West drinking establishments is practically a required stop for... |
427 Caroline Street |
305-296-4565 |
| Captain Tony's Saloon | Captain Tony's is one of the most famous, most revered saloon's in Key West. What is now Captain Tony's was once Sloppy Joe's. The history... |
428 Greene Street |
305-294-1838 |
| Caroline's Café | A fun open-air bar and casual restaurant on lower Duval between Caroline and Eaton. Great for people watching and known for its generous portions,... |
310 Duval Street |
305-294-7511 |
| Chart Room Bar | Tucked away along one of the paths that meander through the Pier House Resort, the Chart Room is an off-the-beaten path sort of place, right at the party end of... |
1 Duval Street |
|
| Cork and Stogie | Double your pleasure at Cork and Stogie where you can visit the Southernmost Cigar Store AND the Southernmost Wine Shop all at once! The cigar making industry... |
1218 Duval Street |
305-517-6419 |
| Cowboy Bill's Honky Tonk Saloon | A reopened, refreshed and slightly downsized Cowboy Bills is still kicking it as the go-to place for country music fans! Expansive country music venue... |
618 Duval Street |
305-295-8219 |
| Dante's | Fully outdoor dining and drinking establishment with the added feature of a pool that is open for use to all Dante's customers. The pool adds to the... |
951 Caroline Street |
305-423-2001 |
| El Meson de Pepe | Cuban food, Cuban culture and Cuban music all thrive right off Mallory Square. My favorite time to be here is when the salsa band starts playing every night... |
410 Wall Street |
305-295-2620 |
| Fat Tuesday | It's amazing to see just how many varieties of frozen daiquiris and other concoctions you can choose from at Fat Tuesday; and that's before you start... |
305 Duval Street |
305-296-9373 |
| Flying Monkey Saloon | Adjacent to Fogarty's on lower Duval, The Flying Monkey Saloon is home to frozen cocktails and a cooling mist that lightly sprays. Between the two,... |
227 Duval Street |
305-294-7525 |
| The Gardens Hotel | What is currently the Gardens Hotel on the corner of Angela and Simonton streets used to be the home of Peggy Mills, who created a wondrous botanical garden... |
526 Angela Street |
305-294-2661 |
| Grand Vin | Grand Vin is the "grande dame" of Key West wine bars. Many an afternoon has been spent sitting on the porch, sipping several glasses (or is it... |
1107 Duval Street |
308-296-1020 |
| Green Parrot | Probably the best spot for music in Key West with national acts performing blues, jazz and funk every week. Great drink prices and a happening locals scene... |
601 Whitehead Street |
305-294-6133 |
| Half Shell Raw Bar | The Half Shell used to be one of my favorite spots, but again, with a menu change and "improvements" that were made, I don't enjoy it as much as... |
231 Margaret Street |
305-294-7496 |
| Hogs Breath Saloon | Great spot for live music all day and night in a funky outside venue. Not one of my picks for dining (he inside restaurant is rarely full) but great vibe,... |
400 Front Street #C |
305-296-4222 |
| Hot Tin Roof | Elegant, upscale and romantic, Hot Tin Roof offers an extraordinary dining experience. The views are second to none from this second floor, waterfront location... |
00 Duval Street |
305-296-7701 |
| Irish Kevin's | A raucous establishment with almost continuous entertainment designed to make you howl with laughter (or run out the door in embarrassment), Irish Kevin's... |
211 Duval Street #C |
305-292-1262 |
| Jack Flats | A true sports bar with a stunning collection of gigantic TVs, great drinks and what some say is the best burger in Key West. If you're going to watch a... |
509 Duval Street |
305-294-7955 |
| LaTeDa | On the upper end of Duval, the bar at LaTeDa is one of my favorite spots for people-watching any time of day. The design of the bar makes conversation easy and... |
1125 Duval Street |
305-296-6706 |
| Margaritaville | This is Jimmy Buffett's original Margaritaville and is a hugely popular destination for Key West visitors. You can stop here for a nice cold brew,... |
500 Duval Street |
(305) 292-1435 |
| Pier House Beach Bar and Grill | One of my favorite places to meet friends for drinks or lunch, this is a casual, comfortable spot right next to the Pier House beach. With a view of the water,... |
1 Duval Street |
|
| Rick's | Rick's is a true Entertainment Complex with entertainment to suit nearly every taste. Take a stroll around and find the spot you like the best. |
208 Duval Street |
305-296-5513 |
| Rum Bar/Speakeasy Inn | The Rum Bar, in the lobby of the Speakeasy Inn is a neat little bar with a serious emphasis on RUM. There are over 50 rums to try on their own or mixed in a... |
1117 Duval Street |
305-296-2680 |
| Salute on the Beach | A true beach-front dining option, that's one of our favorite spots for lunch and a cold beverage after a nice long walk. It's fun to watch the... |
1000 Atlantic Boulevard |
305-292-1117 |
| Smallest Bar | Officially, there is room for two at the bar, but in reality, you'll be amazed at how many people can pack into this tiny, quirky little spot. Go with... |
124 Duval Street |
305-509-2904 |
| Sunset Pier | Sunset Pier doesn't need a sunset to make it great, although it is a fantastic spot for that. Stretching out into the water from the Ocean Key House, at... |
00 Duval Street |
305-296-7701 |
| Tavern 'N Town | Located in the Marriott Beachside Hotel on N. Roosevelt Blvd. near Stock Island, if you're staying in Old Town, it's probably best to bike or cab to... |
841 North Roosevelt Boulevard |
305-296-8100 |
| Turtle Kralls Restaurant and Bar | I've been back and forth with my feelings about Turtle Kralls since they renovated, changed the menu and took most of the charm out of the building. Lately... |
231 Margaret Street #1 |
305-294-2640 |
| Vino's on Duval | Fabulous, intimate little wine bars are popping up all over town and Vino's is my personal favorite. The cozy, comfortable bar was build by hand and... |
810 Duval Street |
305-294-7568 |
| Virgilio's | Sophisticated stop for sipping martinis, fine wines or whatever you heart desires. The sound of jazz, blues or reggae complements the atmosphere. Grab a bite... |
524 Duval Street |
305-296-8118 |
| Willy T's | Perfect for people watching on Duval. Talented troubadours like Gerd Rube and Fremont John are regular performers. A great spot for relaxed refreshment and Key... |
525 Duval Street |
305-294-7674 |
| Dining Steps |
| "The Tuna" is one of Key West's hottest spots for live music, with top acts appearing on stage every evening. Even without a live band on stage,... |
4 Charles Street |
305-517-6350 |
| Many, including me, rate the sushi at Ambrosia as the best we've ever had - anywhere. It really is that good. With the freshest of fish and seafood... |
1401 Simonton Street |
305-293-0304 |
| Cozy and elegant, it's often difficult to get a table at Antonia's. While you may stop looking once you see the pasta selections, the fish, shellfish... |
615 Duval Street |
305-294-6666 |
| Blackfin is absolutely one of my favorite dining establishments on the island. It's at the top of the list any time of day or night. Breakfast is served... |
918 Duval Street |
305-509-7408 |
| One of the newest dining establishments in Key West is also one of the best. Firefly, situated on Petronia St, in Bahama Village, between Blue Heaven and... |
223 Petronia St. |
305-849-0104 |
| One of my personal favorite dinner destinations with delicious steaks and an array of fish and seafood options to tempt your palate. If you're lucky... |
532 Margaret Street |
305-295-1300 |
| 5 Brothers Grocery and Sandwich Shop | Neighborhood grocery store that caters to the locals, 5 Brothers has spectacular Cuban, pulled pork and fish sandwiches, delicious café con leche and... |
930 Southard Street |
305-296-5205 |
| A&B Lobster House | A high-end restaurant with an excellent reputation and high prices to match, with lovely views of the Key West Harbor (Bight), if you have the right table. This... |
700 Front Street |
305-294-5880 |
| Abbondanza | Traditional Italian food served in a cozy indoor setting. Some people are particularly fond of their giant meatballs and other swear by the generous portions of... |
1208 Simonton Street |
305-292-1199 |
| Afterdeck at Louie's Backyard | The Afterdeck at Louie's Backyard is a very special place. The bar itself is small (about a dozen seats) but the deck is expansive with seating for well... |
700 Waddell Avenue |
305-294-1061 |
| Alonzo's Oyster Bar | Casual waterfront dining and home to one of the best deals for Happy Hour on the island. The key lime oysters are my favorite and that's just the... |
700 Front Street |
305-294-5880 |
| Amigo's | Open until midnight, this tortilla bar is perfect for a late bite. Square tortillas are filled with a range of flavorful meats, beans and cheeses that satisfy... |
425 Greene Street |
305-292-2009 |
| Azur | With one of the two chef/owners on-site at all times during the day and evening, you can be assured that the utmost care will be taken to provide you with a... |
425 Grinnell Street |
305-292-2987 |
| Bagatelle | Located in an historic Victorian house right on Duval, Bagatelle is a great spot for people watching, and an even great spot for breakfast (served 'til... |
115 Duval Street |
305-296-6609 |
| Banana Café | For years, only open for breakfast and lunch, Banana Café is now serving dinner Tuesday through Saturday. It's rare to find a fine French restaurant... |
1215 Duval Street |
305-294-7227 |
| Benihana | Benihana restaurants can be found in many American cities but the Benihana in Key West is very special. Located overlooking the Atlantic Ocean, this traditional... |
3591 South Roosevelt Boulevard |
305-294-6400 |
| Blue Heaven | Blue Heaven is one of the most famous, most popular restaurants on the island. Some days, that means a 2 hour wait for breakfast. No matter, have a delicious... |
729 Thomas Street |
305-296-8666 |
| BO's Fish Wagon | If you weren't looking for it, you might walk right by BO's, thinking it is a pile of junk in the middle of the sidewalk on Caroline St. On the other... |
801 Caroline Street |
305-294-9272 |
| Café Sole | Another chef-owned and operated restaurant located in the heart of an Old Town neighborhood, not far from the cemetery. Café Sole is a romantic spot with... |
1029 Southard Street |
305-294-0230 |
| Caroline's Café | A fun open-air bar and casual restaurant on lower Duval between Caroline and Eaton. Great for people watching and known for its generous portions,... |
310 Duval Street |
305-294-7511 |
| Chico's Cantina | On the Overseas Highway, just across the bridge to Stock Island, you'll find the most popular Mexican restaurant In the lower Keys. Featuring regional... |
5230 U.S. 1 |
305-296-4714 |
| The Commodore | The Commodore is also located along the Harborwalk and offers wonderful views of the water, boats, the setting sun and twinkling lights of the evening. With a... |
700 Front Street #104 |
305-294-9191 |
| Conch Republic Seafood Restaurant | I'm a BIG fan of stopping here for drinks, especially during daily BOGO happy hours. It's the perfect place to relax, have a cocktail and a plate of... |
631 Greene Street |
305-294-4403 |
| Croissant's de France | Bakery, coffee shop, bistro - Croissant's de France is all three. Breakfast is the meal I enjoy the most here, but the real draw is the fantastic bakery... |
816 Duval Street |
305-294-2624 |
| Cuban Coffee Queen | A food stand located just about 25 steps away from the Harborwalk at the Historic Seaport, the Cuban Coffee Queen has quickly developed an excellent reputation... |
284 Margaret Street |
305-294-7787 |
| Dante's | Fully outdoor dining and drinking establishment with the added feature of a pool that is open for use to all Dante's customers. The pool adds to the... |
951 Caroline Street |
305-423-2001 |
| Eaton Street Seafood Market | Eaton Street Seafood Market is THE place to purchase fish and seafood in Old Town. Carrying only the freshest, locally caught fish and seafood, Eaton Street... |
801 Eaton Street |
305-295-3474 (fish) |
| El Meson de Pepe | Cuban food, Cuban culture and Cuban music all thrive right off Mallory Square. My favorite time to be here is when the salsa band starts playing every night... |
410 Wall Street |
305-295-2620 |
| El Siboney | Popular spot for authentic Cuban food in an off-the-beaten-path, neighborhood location. El Siboney is a must-do for many Key West visitors seeking true local... |
900 Catherine Street |
305-296-4184 |
| The Flaming Buoy Filet Co. | At the corner of Virginia and Packer streets, a few blocks from Upper Duval and seemingly far from the hustle and bustle of the tourist areas, this small... |
1100 Packer Street |
305-295-7970 |
| Fogarty's | Fogarty's is a favorite stop for a casual, reasonably priced lunch or dinner. Sitting in the courtyard at the corner of Duval and Caroline, directly across... |
227 Duval Street |
305-294-7525 |
| The Grand Café | The Grand Café is right in the middle of the action of lower Duval. Housed in a pretty Victorian, with outdoor dining on the patio out front, the Grand... |
314 Duval Street |
|
| Half Shell Raw Bar | The Half Shell used to be one of my favorite spots, but again, with a menu change and "improvements" that were made, I don't enjoy it as much as... |
231 Margaret Street |
305-294-7496 |
| Harpoon Harry's | Harpoon Harry's is a hot spot for locals and tourists looking for great food and great prices. Harry's is also one of the friendliest places in Key... |
832 Caroline Street |
305-294-8744 |
| Hogfish Bar and Grill | The Hogfish is my favorite Stock Island dining establishment. Located off the main drag and a bit out of the way, I recommend a bike, cab or car to get here. A... |
6810 Front Street |
305-293-4041 |
| Hot Tin Roof | Elegant, upscale and romantic, Hot Tin Roof offers an extraordinary dining experience. The views are second to none from this second floor, waterfront location... |
00 Duval Street |
305-296-7701 |
| Hurricane Hole | Dockside dining at this full service marina on Stock Island. The restaurant recently added a play area for the youngsters, making this a perfect place to bring... |
5130 U.S. 1 |
305-294-0200 |
| Jack Flats | A true sports bar with a stunning collection of gigantic TVs, great drinks and what some say is the best burger in Key West. If you're going to watch a... |
509 Duval Street |
305-294-7955 |
| La Creperie | The location on the corner of Petronia and Thomas St. is smack dab in the middle of a thriving dining district. When the owners lost the original store-front... |
300 Petronia Street |
305-517-6799 |
| La Trattoria | "La Trat" as it's known to locals, is popular, busy and delicious. The menu is extensive, featuring pastas, veal, fish and shellfish, along... |
524 Duval Street |
305-296-1075 |
| La Trattoria Oceanside | A newly-opened (Summer 2011) restaurant by the people who bring you La Trattoria on Duval, this is sure to be a huge hit. Delicious food, stunning ocean views,... |
3591 South Roosevelt Boulevard |
305-295-6789 |
| LaTeDa | On the upper end of Duval, the bar at LaTeDa is one of my favorite spots for people-watching any time of day. The design of the bar makes conversation easy and... |
1125 Duval Street |
305-296-6706 |
| Louie's Backyard | One of my absolute favorite places to be in Key West is on the Afterdeck at Louie's, where you are literally sitting over the Atlantic Ocean and the view... |
700 Waddell Avenue |
305-294-1061 |
| Mangia Mangia | A cozy neighborhood spot for fresh homemade pasta, creative sauces, delicious seafood and house specialities. The food is exceptional, portions large and prices... |
900 Southard Street |
305-294-2469 |
| Margaritaville | This is Jimmy Buffett's original Margaritaville and is a hugely popular destination for Key West visitors. You can stop here for a nice cold brew,... |
500 Duval Street |
(305) 292-1435 |
| Martin's | Martin's front room has a cool urban vibe, while garden seating is decidedly "island". Dinner is classic and delightful, with a German accent.... |
917 Duval Street |
305-295-0111 |
| Mo's Restaurant | Super-casual spot for Caribbean/Haitian specialities and some real Key West flavor. Located on White Street, this is not your typical tourist destination, but... |
1116 White Street |
305-296-8955 |
| nine-one-five | nine-one-five is another one of those places that has some items on their menu that I crave and simply must have. The restaurant is consistently ranked among... |
915 Duval Street |
305-296-0669 |
| Paradise Pizza | Paradise Pizza is in the perfect location for people staying at any of the large hotels near lower Duval as well as those indulging in late night fun in the... |
503 Greene Street |
305-292-4100 |
| Pat Croce's Rum Barrel | Rum Barrel will be closing April 2017....Bar food menu with some interesting sandwich and entrée choices. My experience with the food has been uneven,... |
528 Front Street |
305-292-7862 |
| Pepe's Café | Established in 1909, Pepe's really is the oldest (eldest) dining establishment in Key West and retains that "old Key West" feel. Good food, great... |
806 Caroline Street |
305-294-7192 |
| Pier House Beach Bar and Grill | One of my favorite places to meet friends for drinks or lunch, this is a casual, comfortable spot right next to the Pier House beach. With a view of the water,... |
1 Duval Street |
|
| Prime 951 | One of the newer fine-dining establishments in Key West that has a reputation as one of the best. They are best known for their beef (hence the name) and sleek,... |
951 Caroline Street |
305-296-4000 |
| The Rooftop Café | A beautiful and romantic setting, with trees growing up through the deck and a nice big bar serving luscious libations. The Rooftop is a great place for lunch... |
308 Front Street |
305-294-2042 |
| Salute on the Beach | A true beach-front dining option, that's one of our favorite spots for lunch and a cold beverage after a nice long walk. It's fun to watch the... |
1000 Atlantic Boulevard |
305-292-1117 |
| Sandy's | Located on White Street, Sandy's is a walk-up, food-to-go sort of spot, open 24 hours. Their Cuban sandwich is famous for a reason, but everything here is... |
1026 White Street |
305-294-0159 |
| Santiago's Bodega | The first restaurant devoted exclusively to tapas is also an island favorite. Open continuously from 11 AM, the menu remains the same into the evening. With so... |
207 Petronia Street |
305-296-7691 |
| Sarabeth's | The original Sarabeth's is on Central Park South in New York City, but the Key West version has settled into island life just fine. Most popular for... |
530 Simonton Street |
305-293-8181 |
| Seven Fish | Newly located in a newly built, angular, almost art-deco designed space on Truman Avenue, this perennial favorite on the Key West dining scene now has more... |
921 Truman Avenue |
305-296-2777 |
| Southernmost Beach Café | A fun and casual option for any meal, it's one of our go-to spots for a light breakfast or a quick bite at the bar in the afternoon. We love watching the... |
1405 Duval Street |
305-295-6550 |
| Tavern 'N Town | Located in the Marriott Beachside Hotel on N. Roosevelt Blvd. near Stock Island, if you're staying in Old Town, it's probably best to bike or cab to... |
841 North Roosevelt Boulevard |
305-296-8100 |
| Thai Island | Authentic Thai food and fresh sushi in a waterfront restaurant, a 1.5 mile walk (~3000 steps) from Mallory Square, this newer spot is finding its footing. |
711 Eisenhower Drive |
305-296-9198 |
| Thai Life | Floating in the waters of Garrison Bight, Thai Life has become a popular spot for local Thai food aficionados. A little over a mile from the corner of Truman... |
1801 North Roosevelt Boulevard |
305-296-9907 |
| Turtle Kralls Restaurant and Bar | I've been back and forth with my feelings about Turtle Kralls since they renovated, changed the menu and took most of the charm out of the building. Lately... |
231 Margaret Street #1 |
305-294-2640 |
| Two Friends Patio Restaurant | Casual spot to stop in for a bite. Portions are large and service is quick. Stop in for Karaoke on Tuesday nights and your friends can watch on the webcam! |
512 Front Street |
305-296-3124 |
| Virgilio's | Sophisticated stop for sipping martinis, fine wines or whatever you heart desires. The sound of jazz, blues or reggae complements the atmosphere. Grab a bite... |
524 Duval Street |
305-296-8118 |
| Willy T's | Perfect for people watching on Duval. Talented troubadours like Gerd Rube and Fremont John are regular performers. A great spot for relaxed refreshment and Key... |
525 Duval Street |
305-294-7674 |
| Musical Steps |
| "The Tuna" is one of Key West's hottest spots for live music, with top acts appearing on stage every evening. Even without a live band on stage,... |
4 Charles Street |
305-517-6350 |
| Probably the best spot for music in Key West with national acts performing blues, jazz and funk every week. Great drink prices and a happening locals scene... |
601 Whitehead Street |
305-294-6133 |
| When they say "the last little piece of old Key West" they're not kidding. When you're at Schooner Wharf, you can get a feel for what Key... |
202 William Street |
305-292-3302 |
| An institution with a rich history and some of the hardest working bartenders and servers on the island. Talented musicians play all day with rock and roll... |
201 Duval Street |
305-294-5717 |
| Captain Tony's Saloon | Captain Tony's is one of the most famous, most revered saloon's in Key West. What is now Captain Tony's was once Sloppy Joe's. The history... |
428 Greene Street |
305-294-1838 |
| Cowboy Bill's Honky Tonk Saloon | A reopened, refreshed and slightly downsized Cowboy Bills is still kicking it as the go-to place for country music fans! Expansive country music venue... |
618 Duval Street |
305-295-8219 |
| Hogs Breath Saloon | Great spot for live music all day and night in a funky outside venue. Not one of my picks for dining (he inside restaurant is rarely full) but great vibe,... |
400 Front Street #C |
305-296-4222 |
| Margaritaville | This is Jimmy Buffett's original Margaritaville and is a hugely popular destination for Key West visitors. You can stop here for a nice cold brew,... |
500 Duval Street |
(305) 292-1435 |
| Tavern 'N Town | Located in the Marriott Beachside Hotel on N. Roosevelt Blvd. near Stock Island, if you're staying in Old Town, it's probably best to bike or cab to... |
841 North Roosevelt Boulevard |
305-296-8100 |
| Virgilio's | Sophisticated stop for sipping martinis, fine wines or whatever you heart desires. The sound of jazz, blues or reggae complements the atmosphere. Grab a bite... |
524 Duval Street |
305-296-8118 |
| Willy T's | Perfect for people watching on Duval. Talented troubadours like Gerd Rube and Fremont John are regular performers. A great spot for relaxed refreshment and Key... |
525 Duval Street |
305-294-7674 |
| Dancing Steps |
| "The Tuna" is one of Key West's hottest spots for live music, with top acts appearing on stage every evening. Even without a live band on stage,... |
4 Charles Street |
305-517-6350 |
| An institution with a rich history and some of the hardest working bartenders and servers on the island. Talented musicians play all day with rock and roll... |
201 Duval Street |
305-294-5717 |
| Aqua Nightclub | Bar and nightclub featuring their famous "Reality is a Drag" show nightly. Aqua has a daily happy hour from 3 - 8PM featuring drink specials and... |
711 Duval Street |
305-294-0555 |
| Cowboy Bill's Honky Tonk Saloon | A reopened, refreshed and slightly downsized Cowboy Bills is still kicking it as the go-to place for country music fans! Expansive country music venue... |
618 Duval Street |
305-295-8219 |
| Rick's | Rick's is a true Entertainment Complex with entertainment to suit nearly every taste. Take a stroll around and find the spot you like the best. |
208 Duval Street |
305-296-5513 |
| Step Out |
| An Entertainment Complex on the corner of Duval and Petronia, 801 is one of "the" places to go for the gay community and it also welcomes visitors,... |
801 Duval Street |
305-294-4737 |
| Bar and nightclub featuring their famous "Reality is a Drag" show nightly. Aqua has a daily happy hour from 3 - 8PM featuring drink specials and... |
711 Duval Street |
305-294-0555 |
| Bobby's Monkey Bar | Casual neighborhood bar often referred to as the "Gay Cheers". Locals and tourists, gay and straight, mingle, mix and chill. Play some pool, have a... |
900 Simonton Street |
305-294-2655 |
| Bourbon Street Pub | A mainstay in the gay community, Bourbon St. Pub has a lot of fun to offer everyone. 4 separate bars (the Garden Bar is for men only), hot male dancers on stage... |
724 Duval Street |
305-293-9800 |
| LaTeDa | On the upper end of Duval, the bar at LaTeDa is one of my favorite spots for people-watching any time of day. The design of the bar makes conversation easy and... |
1125 Duval Street |
305-296-6706 |
| Shopping Steps |
| Kermit's has Key Lime everything, including Kermit's famous frozen Key Lime Pie on a stick, coated in chocolate, of course. The best thing about... |
200 Elizabeth Street |
305-296-0806 |
| 5 Brothers Grocery and Sandwich Shop | Neighborhood grocery store that caters to the locals, 5 Brothers has spectacular Cuban, pulled pork and fish sandwiches, delicious café con leche and... |
930 Southard Street |
305-296-5205 |
| Cork and Stogie | Double your pleasure at Cork and Stogie where you can visit the Southernmost Cigar Store AND the Southernmost Wine Shop all at once! The cigar making industry... |
1218 Duval Street |
305-517-6419 |
| Diamonds International | With locations throughout the Caribbean and in Alaska, Diamonds International caters mainly to the cruise ship crowd. That never stopped me from shopping here,... |
122 Duval Street |
305-293-1111 |
| Eaton Street Seafood Market | Eaton Street Seafood Market is THE place to purchase fish and seafood in Old Town. Carrying only the freshest, locally caught fish and seafood, Eaton Street... |
801 Eaton Street |
305-295-3474 (fish) |
| Fairvilla Megastore | Adult toys, costumes, accessories, implements, lotions and potions of all types are there for the taking (buying) with a friendly, well-informed and... |
520 Front Street |
305-292-0448 |
| Fast Buck Freddies | Fast Buck Freddies has CLOSED, but the listing remains to commemorate this beloved shopping emporium..... It's impossible for me to visit Key West without... |
500 Duval Street |
305-294-2007 |
| Fast Buck Freddies Home Store | A beautiful selection of furniture and home accessories at very reasonable prices. You might feel like moving in to the showroom, it's that nice, but it... |
920 Caroline Street |
305-294-5049 |
| In One Era | Antiques and vintage fabulous-ness in every corner (and on the ceiling) of the perfectly-located shop on the corner of Thomas and Petronia, directly across from... |
227 Petronia Street |
305-293-0208 |
| Island Books | Island Books is the last independent book store standing in town. Island Books is positively packed with piles and piles of books of all types, all of which I... |
513 1/2 Fleming Street |
305-294-2904 |
| Kino Sandal Factory | The Kino Sandal Factory is tucked away off a courtyard, down an alley, but it is worth following the old brick streets to get to the home of the most... |
107 Fitzpatrick Street |
305-294-5044 |
| Lily Pulitzer | Preppy pastel prints and classic styles for the country club set define the Lily Pulitzer style. It's unlikely you'd wear your Lily fashions while in... |
600 Front Street |
305-295-0995 |
| Little Switzerland | Two locations for the Caribbean jewelry store group that carries beautiful baubles of all shapes, sizes and colors and a wonderful selection of fine watches. I... |
423 Front Street, 271 Front Street at the Westin Key West |
305-292-2345, 305-293-8600 |
| Local Color | A big selection of sundresses and separates, many in linen, along with some men's selections, all in tropical fabrics. The big draw here is the HUGE... |
276 Margaret Street |
305-292-3635 |
| Margaritaville | This is Jimmy Buffett's original Margaritaville and is a hugely popular destination for Key West visitors. You can stop here for a nice cold brew,... |
500 Duval Street |
(305) 292-1435 |
| Peppers of Key West | A hot sauce "bar" where you can taste (if you dare) sauces hot enough to make you cry and then have some that are even hotter. Some people actually do... |
602 Greene Street |
305-295-9333 |
| The Restaurant Store | Family owned and operated, this is truly a store for chefs. Stocked with everything a great chef would ever want or need, less elaborate, more affordable and... |
1111 Eaton Street |
305-294-7994 |
| Shell Warehouse | You won't find many shells on the beaches of Key West, due to the reef that also keeps the heavy waves farther out to sea. But, if you are a shell... |
1 Whitehead Street |
305-296-4776 |
| Sole Man | If you're going to be doing some serious walking in Key West, you'll enjoy it more if you have some serious footwear for your excursions. For that,... |
610 Duval Street #5 |
305-292-2505 |
| Walgreens/The Strand Movie Theater | Years ago, what is currently a Walgreens used to be The Strand, an 800 seat movie theater. It's all Walgreens inside, but the façade has been... |
527 Duval Street |
305-292-2979 |
| wanderlust boutique and gallery | A beautiful boutique filled with jewelry, clothing, paintings and art created by local artists, with a few items (a fantastic shoe selection!) that are not... |
310 Petronia Street |
305-509-7065 |
| Natural Steps |
| Audubon House and Tropical Gardens | Filled with art and antiques, this house also features the 28 first edition works by James Audobon, which are my favorites. There is a fascinating history to... |
205 Whitehead Street |
305-294-2116 |
| Charles "Sonny" McCoy Indigenous Park | Across from the beach, this small piece of property preserves and showcases over 75 native Florida Keys native trees and plants. It's a great addition to a... |
Atlantic Boulevard at White Street |
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| Florida Keys Eco-Discovery Center | On the waterfront at the end of Southard St. just before the entrance to Fort Zachary Taylor, the Florida Keys Eco Discovery Center has fascinating exhibits... |
33 East Quay Road |
305-809-4750 |
| Fort Zachary Taylor | Fort "Zach" has it all: a beautiful, although slightly rocky beach, a fascinating historic fort where you can take an informative self-guided tour, a... |
300 Truman Annex |
305-295-0037 |
| Fury Water Adventures | Fury Water Adventures is home to the Glass Bottom Boat that takes you on an eco-tour of the reef that doesn't involve you actually getting into the water,... |
2 Duval Street |
800-994-8898 |
| The Gardens Hotel | What is currently the Gardens Hotel on the corner of Angela and Simonton streets used to be the home of Peggy Mills, who created a wondrous botanical garden... |
526 Angela Street |
305-294-2661 |
| Key West Aquarium | Mainly for the kids, the Key West Aquarium offers up close and personal contact with creatures of the sea, the most popular of which is the touch tank where you... |
1 Whitehead Street |
305-296-2051 |
| Key West Nature and Butterfly Conservatory | An extremely popular attraction where you can walk and sit in a beautiful conservatory filled with plants and flowers, and yes, butterflies. So many... |
1316 Duval Street |
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| Key West Nature Preserve | A "rustic" walk along a battered wooded path leading to the Atlantic, where you'll see lots if trees and plants, along with lizards, snakes and... |
Atlantic Boulevard, between White Street and Bertha Street |
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| Key West Tropical Forest & Botanical Garden | The designated wildlife sanctuary and arboretum is home to a wide variety of local flora and fauna. Managed by the Key West Botanical Society the Gardens this... |
5210 College Road |
305-296-1504 |
| Nancy Forrester's Secret Garden | Nancy's Secret Garden has RE-OPENED as a sanctuary featuring Nancy's precious collection of parrots, macaws and at least one cute cockatoo too. While... |
518 Elizabeth St. |
305-294-0015 |
| Sebago Key West | Getting out on the water in Key West is one of the highlights of a Key West vacation. And, for a great on-the-water adventure, Sebago Key West offers a full... |
205 Elizabeth Street #1 |
305-292-2400 |
| West Martello Tower | The West Martello Tower, located at Higgs Beach is home to the Key West Garden Club's Botanical Gardens. The self-guided tour is free, although donations... |
1100 Atlantic Boulevard |
305-294-3210 |
| Artistic Steps |
| Alan S. Maltz Gallery | Alan Maltz, the Official Wildlife Photographer of Florida and Fine Art Phtographer for the State of Florida, makes his home in Key West. Alan's gallery on... |
1210 Duval Street |
305-294-0005 |
| East Martello Towers and Museum | Fascinating history and art museum located on the east end of the island near the airport. In addition to artifacts from every phase of Key West history, the... |
3501 South Roosevelt Boulevard |
305-296-3913 |
| Key West Cemetery | Filled with flowers, plantings, sculpture, gravestones and vaults, the Key West Cemetery can be a place for a walking tour all its own. Pick up or print out a... |
Bordered by Olivia and Frances Streets and Windsor and Passover Lanes |
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| Museum of Art and History at the Custom House | Built in 1891, the building itself is a beautiful example of what Key West was capable of building at a time when wrecking ruled the economy and Key West was... |
281 Front Street |
305-295-6616 |
| wanderlust boutique and gallery | A beautiful boutique filled with jewelry, clothing, paintings and art created by local artists, with a few items (a fantastic shoe selection!) that are not... |
310 Petronia Street |
305-509-7065 |
| Wyland Gallery | Internationally known marine artist, painter and sculptor Wyland keeps a home in the Keys. He regularly puts on exhibitions in his Key West gallery, where you... |
623 Duval Street |
305-292-4998 |
| Wyland Mural | In addition to his paintings and sculptures, the artist Wyland is known for his murals of whales and other sea creatures. He has painted 100 of them throughout... |
201 William Street at the end of Lazy Way Land at the Key West Bight |
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| Architectural Steps |
| Curry Mansion | The Curry Mansion was built beginning in 1855 and was the home of William Curry, Key West's first millionaire. Today, the mansion, listed on the National... |
511 Caroline Street |
305-294-5349 |
| Southernmost House | The Southernmost House stands guard at the southernmost corner of Duval Street. Built as a private home in 1896, this spectacular Victorian spent a number of... |
1400 Duval Street |
305-296-3141 |
| Tropic Cinema | On Eaton Street, right off Duval, you'll find the wonderful Tropic Cinema. With 4 screens, there's a good mix first run Hollywood features, art house,... |
416 Eaton Street |
877-761-3456 |
| Walgreens/The Strand Movie Theater | Years ago, what is currently a Walgreens used to be The Strand, an 800 seat movie theater. It's all Walgreens inside, but the façade has been... |
527 Duval Street |
305-292-2979 |
| Small Steps |
| Florida Keys Eco-Discovery Center | On the waterfront at the end of Southard St. just before the entrance to Fort Zachary Taylor, the Florida Keys Eco Discovery Center has fascinating exhibits... |
33 East Quay Road |
305-809-4750 |
| Key West Aquarium | Mainly for the kids, the Key West Aquarium offers up close and personal contact with creatures of the sea, the most popular of which is the touch tank where you... |
1 Whitehead Street |
305-296-2051 |
| Key West Shipwreck Museum | More for kids than adults, with historic "characters" telling tales of wrecks and rescues; with artifacts of actual wrecks. The walk to the top of... |
1 Whitehead Street |
305-292-8990 |
| Wheels and Other Cool Stuff |
| Angela Street Parking Lot | Small public lot in the center of Old Town. This lot will put you a mere 25 steps from Duval Street and very close to one of my favorite restaurants,... |
530 Angela Street |
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| Green Street Parking Lot | Large privately run lot on Greene Street between Elizabeth and Simonton Streets. This lot is closest to Sloppy Joe's and shares it's home with the... |
605 Greene Street |
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| Higgs Beach Parking Lot | This southernmost parking lot is perfect if you're looking to spend a day at the beach. From this lot, you are on the doorstep of Salute on the Beach, a... |
900 Atlantic Boulevard |
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| Island Comfort Mobility | We know it's not easy or possible for everyone to walk to see the sights of Key West and so does Island Comfort Mobility. This fantastic service provides... |
5170 US Highway 1 |
305-453-6456 |
| Island Joe's Cafe and Coffee Roasting Company | Island Joe's coffee shop is closed, but well-known local writer, Joe D. Wells is still roasting his coffee, which can be found in Fausto's, Publix and... |
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305-294-1190 |
| Key West Bight Parking Lot | Large lot that encompasses an area bounded by Caroline, Margaret and William Streets. When you park in this lot, you are directly in front of the Wyland Mural,... |
201 William Street |
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| Mallory Square Parking Lot | This small public lot right takes you right to hub of the sunset celebration. You are also nearby a number of attractions, such as the Key West Aquarium and the... |
400 Wall Street |
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| Old Town Parking Garage | Convenient, covered parking garage, at the corner of Grinnell and Caroline Streets. If driving in from New Town, it's easiest to reach if you take the Palm... |
300 Grinnell Street |
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| Paradise Porters | A wonderful service for anyone who needs help with their luggage and other bags prior to check-in or after an early check-out. Paradise Porters will pick-up,... |
100 Grinnell Street |
305-293-4000 |
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