Capt Tony’s Saloon

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Top activities in Key West

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Capt Tony’s Saloon: Our most recommended tours and activities

Florida Keys: Self-Guided Walking Tour

Florida Keys: Self-Guided Walking Tour

Start by downloading the Action Tour Guide app. This serves as your personal tour guide, narrated tour, and map, all rolled into one. Once downloaded, your tour begins at the intersection of Duval Street and South Street. From there, unearth the island’s wild history and hear about the fights over its ownership, including how a Spanish naval officer sold the island to two people at the same time! As you keep walking, learn about the wreckers who once salvaged materials from destroyed ships! Then meet some of Key West’s literary legends, including larger-than-life Ernest Hemingway. Pay a visit to the Hemingway Home and Museum and learn how he left his mark on the island. Next, you’ll go back to 1886 and revisit the infamous Great Fire. Unearth the devastation and the possible arson behind the tragedy. Then get to know Henry Flagler. Hear how he fought to connect the Florida mainland with Key West by rail and learn about the challenges he overcame in the process! You’ll also get the story behind the hurricane that ultimately destroyed his railroad. On another wild note, you’ll discover the famed pirates who terrorized the area and seized riches. Meet Black Caesar and separate fact from fiction. Up next, stop by Harry Truman’s “little” White House and find out which other presidents spent time here. After that, stop at the Audubon House and Tropical Gardens. Dig into the house’s history and meet Captain John Geiger, whose family occupied it for four generations! Learn about the efforts to restore the home and how this movement helped create the Key West you see today! Your journey then takes you to Clinton Square, which features monuments that pay tribute to both Union and Confederate soldiers and highlights Key West’s complicated history. Next is Mallory Square. If you’re there at the right time, take part in the famed Sunset Celebration, featuring music, vendors, and other entertainment. Learn how playwright Tennessee Williams started this beloved ritual with a bottle of gin! Walk on to Duval Street, the heart of Key West. Take in some of the many bars and shopping options, including the famous saloon where Hemingway once tossed a few back! Then take a spooky turn at a haunted Hard Rock Cafe. Hear the ghost story that distinguishes this cafe from the others! Next, pass by La Concha Key West, the hotel where Tennessee Williams finished his famed play, A Streetcar Named Desire. As the journey winds down, hear about Mel Fisher and the greatest underwater treasure find of all time! After that, maybe enjoy a cup of Key West’s rich Cuban coffee or delicious key lime pie. Next is the Key West Butterfly and Nature Conservatory, featuring over 50 butterfly species for the insect-inclined. Your tour concludes here.

Key West: History and Culture Southernmost Walking Tour

Key West: History and Culture Southernmost Walking Tour

Start your journey at the famous Kino Sandals Plaza, where you will meet with your local guide. On your walk listen to stories about how Key West became one of the wealthiest cities in the mid-1800s. Learn about the island’s shipwrecking industry, sponge harvesting, and cigar manufacturing.  The end of the tour will end at a buoy showing the Southernmost Point of the continental U.S. Here, your guide will give you free maps so that you can continue to explore the various shops,  museums, and other points of interest along this section of the island.

Key West: Haunted Pub Crawl Walking Tour

Key West: Haunted Pub Crawl Walking Tour

Take a look at the Key West's dark past on a haunted pub crawl walking tour. From the island’s demonic dolls to one infamous case of necrophilia, not everything is glamorous in paradise. Hear all these stories with a drink in your hand as you make your way from bar to bar over an evening. First, head to Captain Tony’s Saloon — Key West’s most eccentric bar with bras on the ceiling and fake bodies beneath the floors. The peculiar tree in the middle of the bar has stained the ground it sits on, its victims still roaming the stools and bottles. Then make your way to Wine-O Bar & Lounge — a staple of Key West’s largest building, La Cocha Hotel. But with great praise comes great tragedy, as being the tallest building makes you a prime candidate for suicide. And with tragic suicides come tragic hauntings. Next, head over to The Roost, which serves some of the best cocktails in Key West. It's also neighbor to one of America’s most haunted city blocks. There, see Key West Theater, a place that houses many shows but used to house children’s screams, and the Artist House, which used to be the home to a cursed doll. Learn about how the Dean-Lopez Funeral Home was once home to a lover’s obsession gone wrong and the lengths he took to bring back the dead. Finally, stroll over to the old-fashioned Old Town Tavern & Beer Garden. You might find the spirit of Ernest Hemingway frequenting it, since his Key West home is right down the street. Hear stories about each haunted location, one drink at a time.

Key West GPS Audio Tour: From Seaside Village to Micro State

Key West GPS Audio Tour: From Seaside Village to Micro State

Key West is famous as mainland America’s Caribbean resort town. Here, time slows down as the island vibes take over. But, as you’ll soon find out on this walking tour, there’s more to this island than umbrella drinks and warm breezes. The tour starts in Mallory Square, the cultural center of Key West, and ends at Southernmost Point which, as the name implies, is as south as you can get in the continental US. Along the way, I’ll share stories of some of the island’s more famous residents, along with some lesser-known tales that have given Key West its unique place in American culture and history. I’ll tell you about Key West’s incredible history, from its origins as a maritime village that profited heavily from salvaging wrecked ships along the Great Florida Reef, to the hilarious creation of the ‘Conch Republic’. You’ll also find out how, soon after its creation, this micro-state declared war on the United States for a full minute. On this two-hour tour, you’ll visit the island’s major landmarks and its lesser-known treasures too, stopping for refreshments along the way at many of its signature restaurants and bars, including Captain Tony’s Saloon and Sloppy Joe’s Bar. On this Key West tour, you’ll have a chance to: • Stop for conch fritters near Mallory Square or grab a signature drink at one of Key West's legendary restaurants • Seize the moment like Mel Fisher while learning about his “Today’s the day” mantra, which fueled the 16-year search for the sunken Nuestra Señora de Atocha galleon ship • Chill out with favorites like key lime pie or frozen key lime pops from Kermit’s Key Lime Shop • Stroll down Caroline Street, one of the oldest streets in town • Hear the origin story of one of America’s most iconic brands, Pan American Airways • Pass by the Little White House, where President Harry Truman would escape when he tired of the ”Big, White Jail” back in Washington • Stop by the Mile Marker Zero (the beginning of US Route 1) for a quick photo-op • Take in the Key West Lighthouse, next door to the Hemingway Home and Museum where Ernest Hemingway and his second wife, Pauline, lived for nine years so that the author would be able to find his way home after a night of drinking Join me for a fun and amusing walk through the island packed full of charm, quirky stories, and buried treasures.

Capt Tony’s Saloon: Our most recommended tours and activities

Florida Keys: Self-Guided Walking Tour

Florida Keys: Self-Guided Walking Tour

Start by downloading the Action Tour Guide app. This serves as your personal tour guide, narrated tour, and map, all rolled into one. Once downloaded, your tour begins at the intersection of Duval Street and South Street. From there, unearth the island’s wild history and hear about the fights over its ownership, including how a Spanish naval officer sold the island to two people at the same time! As you keep walking, learn about the wreckers who once salvaged materials from destroyed ships! Then meet some of Key West’s literary legends, including larger-than-life Ernest Hemingway. Pay a visit to the Hemingway Home and Museum and learn how he left his mark on the island. Next, you’ll go back to 1886 and revisit the infamous Great Fire. Unearth the devastation and the possible arson behind the tragedy. Then get to know Henry Flagler. Hear how he fought to connect the Florida mainland with Key West by rail and learn about the challenges he overcame in the process! You’ll also get the story behind the hurricane that ultimately destroyed his railroad. On another wild note, you’ll discover the famed pirates who terrorized the area and seized riches. Meet Black Caesar and separate fact from fiction. Up next, stop by Harry Truman’s “little” White House and find out which other presidents spent time here. After that, stop at the Audubon House and Tropical Gardens. Dig into the house’s history and meet Captain John Geiger, whose family occupied it for four generations! Learn about the efforts to restore the home and how this movement helped create the Key West you see today! Your journey then takes you to Clinton Square, which features monuments that pay tribute to both Union and Confederate soldiers and highlights Key West’s complicated history. Next is Mallory Square. If you’re there at the right time, take part in the famed Sunset Celebration, featuring music, vendors, and other entertainment. Learn how playwright Tennessee Williams started this beloved ritual with a bottle of gin! Walk on to Duval Street, the heart of Key West. Take in some of the many bars and shopping options, including the famous saloon where Hemingway once tossed a few back! Then take a spooky turn at a haunted Hard Rock Cafe. Hear the ghost story that distinguishes this cafe from the others! Next, pass by La Concha Key West, the hotel where Tennessee Williams finished his famed play, A Streetcar Named Desire. As the journey winds down, hear about Mel Fisher and the greatest underwater treasure find of all time! After that, maybe enjoy a cup of Key West’s rich Cuban coffee or delicious key lime pie. Next is the Key West Butterfly and Nature Conservatory, featuring over 50 butterfly species for the insect-inclined. Your tour concludes here.

Key West: History and Culture Southernmost Walking Tour

Key West: History and Culture Southernmost Walking Tour

Start your journey at the famous Kino Sandals Plaza, where you will meet with your local guide. On your walk listen to stories about how Key West became one of the wealthiest cities in the mid-1800s. Learn about the island’s shipwrecking industry, sponge harvesting, and cigar manufacturing.  The end of the tour will end at a buoy showing the Southernmost Point of the continental U.S. Here, your guide will give you free maps so that you can continue to explore the various shops,  museums, and other points of interest along this section of the island.

Key West: Haunted Pub Crawl Walking Tour

Key West: Haunted Pub Crawl Walking Tour

Take a look at the Key West's dark past on a haunted pub crawl walking tour. From the island’s demonic dolls to one infamous case of necrophilia, not everything is glamorous in paradise. Hear all these stories with a drink in your hand as you make your way from bar to bar over an evening. First, head to Captain Tony’s Saloon — Key West’s most eccentric bar with bras on the ceiling and fake bodies beneath the floors. The peculiar tree in the middle of the bar has stained the ground it sits on, its victims still roaming the stools and bottles. Then make your way to Wine-O Bar & Lounge — a staple of Key West’s largest building, La Cocha Hotel. But with great praise comes great tragedy, as being the tallest building makes you a prime candidate for suicide. And with tragic suicides come tragic hauntings. Next, head over to The Roost, which serves some of the best cocktails in Key West. It's also neighbor to one of America’s most haunted city blocks. There, see Key West Theater, a place that houses many shows but used to house children’s screams, and the Artist House, which used to be the home to a cursed doll. Learn about how the Dean-Lopez Funeral Home was once home to a lover’s obsession gone wrong and the lengths he took to bring back the dead. Finally, stroll over to the old-fashioned Old Town Tavern & Beer Garden. You might find the spirit of Ernest Hemingway frequenting it, since his Key West home is right down the street. Hear stories about each haunted location, one drink at a time.

Key West GPS Audio Tour: From Seaside Village to Micro State

Key West GPS Audio Tour: From Seaside Village to Micro State

Key West is famous as mainland America’s Caribbean resort town. Here, time slows down as the island vibes take over. But, as you’ll soon find out on this walking tour, there’s more to this island than umbrella drinks and warm breezes. The tour starts in Mallory Square, the cultural center of Key West, and ends at Southernmost Point which, as the name implies, is as south as you can get in the continental US. Along the way, I’ll share stories of some of the island’s more famous residents, along with some lesser-known tales that have given Key West its unique place in American culture and history. I’ll tell you about Key West’s incredible history, from its origins as a maritime village that profited heavily from salvaging wrecked ships along the Great Florida Reef, to the hilarious creation of the ‘Conch Republic’. You’ll also find out how, soon after its creation, this micro-state declared war on the United States for a full minute. On this two-hour tour, you’ll visit the island’s major landmarks and its lesser-known treasures too, stopping for refreshments along the way at many of its signature restaurants and bars, including Captain Tony’s Saloon and Sloppy Joe’s Bar. On this Key West tour, you’ll have a chance to: • Stop for conch fritters near Mallory Square or grab a signature drink at one of Key West's legendary restaurants • Seize the moment like Mel Fisher while learning about his “Today’s the day” mantra, which fueled the 16-year search for the sunken Nuestra Señora de Atocha galleon ship • Chill out with favorites like key lime pie or frozen key lime pops from Kermit’s Key Lime Shop • Stroll down Caroline Street, one of the oldest streets in town • Hear the origin story of one of America’s most iconic brands, Pan American Airways • Pass by the Little White House, where President Harry Truman would escape when he tired of the ”Big, White Jail” back in Washington • Stop by the Mile Marker Zero (the beginning of US Route 1) for a quick photo-op • Take in the Key West Lighthouse, next door to the Hemingway Home and Museum where Ernest Hemingway and his second wife, Pauline, lived for nine years so that the author would be able to find his way home after a night of drinking Join me for a fun and amusing walk through the island packed full of charm, quirky stories, and buried treasures.

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What people are saying about Capt Tony’s Saloon

Overall rating

5
(2 reviews)

Well paced and informative walk on the history & development of Key West. Tour was jut over the 90 mins and well worth cost. Our local guide also provided some great tips on drinking/dining and entertainment venues.

AJ did a terrific job filling in all of the history and culture for Key West. His presentation was well balanced and entertaining. I would recommend this tour to any age group.

Fantastic tour - very educational and enjoyable at the same time. Our guide was simply outstanding

It was great, guide was very informative and we learned a lot!

It was a cool tour with humor and charm! We really liked it 🤗