Southernmost Point Buoy

Southernmost Point Buoy: Our most recommended tours and activities

Key West: Guided Bicycle Tour with Key Lime Pie

Key West: Guided Bicycle Tour with Key Lime Pie

Meet your friendly guide at the local partner’s office and get kitted out with your bike gear. After a short safety briefing it's time to head out on your island paradise adventure to see the very best that Key West has to offer. The first stop of the tour is the iconic Mallory Square, home to a popular nightly sunset celebration. Here, learn about the island’s history of smuggling and the shipwrecks that have crashed on the nearby reef. Next, pass by the presidential gates that lead to Harry Truman’s Little White House, which is known to have been his favorite vacation spot. Continue the tour onto Mile Marker Zero, which is quite literally the end of the road in the USA, then stop outside Ernest Hemingway’s former home where the famous writer penned many of his treasured novels. Head to the Southernmost Point in the Continental USA for a photo opportunity, then complete your circuit of the island as you ride past Higgs Beach, the White Street Pier, the Key West Cemetery, and the historic Seaport. At the end of an unforgettable 3-hour tour, enjoy a well-deserved rest and a slice of traditional key lime pie, an absolute must for any visitor to the island.

Florida: Key West Overseas Highway Tour

Florida: Key West Overseas Highway Tour

Begin your sunshine-filled journey just an hour outside Miami, Florida: on Key Largo. Start the scenic 100-mile drive bypassing the ‘African Queen’, the iconic Hollywood riverboat. Follow in the historical footsteps of the Overseas Railroad to Plantation Key, the smuggler's haven. While there, check out Big Betsy, the giant lobster, and Theatre of the Sea, home of the original dolphin shows. Continue through Isla Morada while learning about the hurricanes, ecosystems, and wildlife of the tropical Florida Keys. Explore Anne’s Beach, Long Key, and Marathon, each of which contains unique attractions. Cross over the iconic Seven Mile Bridge and make sure to check out Fred the Tree, the famous spirit of the Keys. Journey past Pigeon Key and Geiger Beach until you reach the most famous Key of all: Key West. In popular Key West, discover Mallory Square, Truman’s White House, the Hemingway Home, Tennessee Williams’ House, and the historic lighthouse. Wrap up your tour at the Southernmost Point of the Continental US.

Key West: Ocean Breeze Driving Tour Adventure

Key West: Ocean Breeze Driving Tour Adventure

Don’t miss anything as your favorite guide leads you through the Key West with stories, tips, and directions. Major Highlights: Annes Beach Bahia Honda Betsy Giant Lobster Duval St Hemingway House* John Pennekamp Coral Reef State Park Key Deer Key Largo Key West Pigeon Key Seven Mile Bridge Southernmost Point Buoy Tarpon Feeding Turtle Hospital* Includes: Miami - Key West Along the journey, hear the story of how a determined Henry Flagler fought many challenges from engineering, financing, hurricanes and some ridicule to build an Overseas Railway. Those tracks forged the initial route and became the foundation on which the road was eventually built upon. Hear how famous musicians, writers, adventurers and other characters have also been charmed by the Florida Keys and Key West’s unique location and way of life. They came to chase huge fighting fish, find buried treasure or just themselves.

Key West: Helicopter Tour, Optional Doors Off

Key West: Helicopter Tour, Optional Doors Off

Experience the thrill of helicopter flight. The Island Tour is the perfect start to your Key West adventures, as it is a quick and easy way for guests who may be unsure about touring by helicopter or are short of time to experience Key West for an amazing vantage point. As soon as the helicopter lifts off, you are soaring with the birds over Key West’s historical landmarks, all the while taking in the sparkling colours of the beautiful waters below. This 20-mile tour gives you views over the island of Key West, that includes Smathers Beach, The Southernmost Point, Fort Zachary Taylor, Sunset Key, Wisteria Island, Mallory Square, and world-famous Duval Street.

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: Self-guided old town treasures walking tour

Key West: Self-guided old town treasures walking tour

Find out why Key West attracted so many cultural legends on a self-guided walking tour of the quirky old town. Starting from Mallory Square, follow the precise directions of your audio guide mobile app to learn the fascinating history behind the people and places that make the island so special. Starting from the Memorial Sculpture Garden in Mallory Square, you’ll discover the stories behind Key West’s most famous sights, including the residence of former President Harry Truman, Florida’s oldest bar, the hotel where Tennessee Williams stayed for ten years and the so-called longest street in the world. Along the way, you’ll learn how salvaging shipwrecks transformed the city, why the buildings’ aesthetics are so strictly controlled, how the city became known as the ‘Conch Republic’ and why there are so many chickens running around.

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.

From Miami - Enchanting Key West Tour in a Small Group.

From Miami - Enchanting Key West Tour in a Small Group.

Embark from Miami on a scenic drive towards the thrilling and awe-inspiring journey crossing the Seven Mile Bridge, an engineering marvel spanning the Gulf of Mexico and the Atlantic Ocean. Enjoy the enchanting and gorgeous scenery on the Overseas Highway to Key West. Get ready for fun in the sun on this day trip off the coast of Key West. Ride across 42 islands from Miami to Key West, then explore this island city in any number of ways during your free time. See where Ernest Hemingway used to live . Take an optional snorkeling tour with an open bar. Relax, feel the warm sea breeze and enjoy the day. Miami hotel pickup and drop-off included. This tour will have a maximum of 5 travelers per van/SUV

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.

11 activities found

Traveling now? See what’s available for your dates

Top activities in Key West

137 activities found
Sort by:

You might also like...

Top sights near Southernmost Point Buoy

Southernmost Point Buoy: Our most recommended tours and activities

Key West: Guided Bicycle Tour with Key Lime Pie

Key West: Guided Bicycle Tour with Key Lime Pie

Meet your friendly guide at the local partner’s office and get kitted out with your bike gear. After a short safety briefing it's time to head out on your island paradise adventure to see the very best that Key West has to offer. The first stop of the tour is the iconic Mallory Square, home to a popular nightly sunset celebration. Here, learn about the island’s history of smuggling and the shipwrecks that have crashed on the nearby reef. Next, pass by the presidential gates that lead to Harry Truman’s Little White House, which is known to have been his favorite vacation spot. Continue the tour onto Mile Marker Zero, which is quite literally the end of the road in the USA, then stop outside Ernest Hemingway’s former home where the famous writer penned many of his treasured novels. Head to the Southernmost Point in the Continental USA for a photo opportunity, then complete your circuit of the island as you ride past Higgs Beach, the White Street Pier, the Key West Cemetery, and the historic Seaport. At the end of an unforgettable 3-hour tour, enjoy a well-deserved rest and a slice of traditional key lime pie, an absolute must for any visitor to the island.

Florida: Key West Overseas Highway Tour

Florida: Key West Overseas Highway Tour

Begin your sunshine-filled journey just an hour outside Miami, Florida: on Key Largo. Start the scenic 100-mile drive bypassing the ‘African Queen’, the iconic Hollywood riverboat. Follow in the historical footsteps of the Overseas Railroad to Plantation Key, the smuggler's haven. While there, check out Big Betsy, the giant lobster, and Theatre of the Sea, home of the original dolphin shows. Continue through Isla Morada while learning about the hurricanes, ecosystems, and wildlife of the tropical Florida Keys. Explore Anne’s Beach, Long Key, and Marathon, each of which contains unique attractions. Cross over the iconic Seven Mile Bridge and make sure to check out Fred the Tree, the famous spirit of the Keys. Journey past Pigeon Key and Geiger Beach until you reach the most famous Key of all: Key West. In popular Key West, discover Mallory Square, Truman’s White House, the Hemingway Home, Tennessee Williams’ House, and the historic lighthouse. Wrap up your tour at the Southernmost Point of the Continental US.

Key West: Ocean Breeze Driving Tour Adventure

Key West: Ocean Breeze Driving Tour Adventure

Don’t miss anything as your favorite guide leads you through the Key West with stories, tips, and directions. Major Highlights: Annes Beach Bahia Honda Betsy Giant Lobster Duval St Hemingway House* John Pennekamp Coral Reef State Park Key Deer Key Largo Key West Pigeon Key Seven Mile Bridge Southernmost Point Buoy Tarpon Feeding Turtle Hospital* Includes: Miami - Key West Along the journey, hear the story of how a determined Henry Flagler fought many challenges from engineering, financing, hurricanes and some ridicule to build an Overseas Railway. Those tracks forged the initial route and became the foundation on which the road was eventually built upon. Hear how famous musicians, writers, adventurers and other characters have also been charmed by the Florida Keys and Key West’s unique location and way of life. They came to chase huge fighting fish, find buried treasure or just themselves.

Key West: Helicopter Tour, Optional Doors Off

Key West: Helicopter Tour, Optional Doors Off

Experience the thrill of helicopter flight. The Island Tour is the perfect start to your Key West adventures, as it is a quick and easy way for guests who may be unsure about touring by helicopter or are short of time to experience Key West for an amazing vantage point. As soon as the helicopter lifts off, you are soaring with the birds over Key West’s historical landmarks, all the while taking in the sparkling colours of the beautiful waters below. This 20-mile tour gives you views over the island of Key West, that includes Smathers Beach, The Southernmost Point, Fort Zachary Taylor, Sunset Key, Wisteria Island, Mallory Square, and world-famous Duval Street.

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: Self-guided old town treasures walking tour

Key West: Self-guided old town treasures walking tour

Find out why Key West attracted so many cultural legends on a self-guided walking tour of the quirky old town. Starting from Mallory Square, follow the precise directions of your audio guide mobile app to learn the fascinating history behind the people and places that make the island so special. Starting from the Memorial Sculpture Garden in Mallory Square, you’ll discover the stories behind Key West’s most famous sights, including the residence of former President Harry Truman, Florida’s oldest bar, the hotel where Tennessee Williams stayed for ten years and the so-called longest street in the world. Along the way, you’ll learn how salvaging shipwrecks transformed the city, why the buildings’ aesthetics are so strictly controlled, how the city became known as the ‘Conch Republic’ and why there are so many chickens running around.

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.

From Miami - Enchanting Key West Tour in a Small Group.

From Miami - Enchanting Key West Tour in a Small Group.

Embark from Miami on a scenic drive towards the thrilling and awe-inspiring journey crossing the Seven Mile Bridge, an engineering marvel spanning the Gulf of Mexico and the Atlantic Ocean. Enjoy the enchanting and gorgeous scenery on the Overseas Highway to Key West. Get ready for fun in the sun on this day trip off the coast of Key West. Ride across 42 islands from Miami to Key West, then explore this island city in any number of ways during your free time. See where Ernest Hemingway used to live . Take an optional snorkeling tour with an open bar. Relax, feel the warm sea breeze and enjoy the day. Miami hotel pickup and drop-off included. This tour will have a maximum of 5 travelers per van/SUV

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.

Top Attractions in Key West

Experiences in Southernmost Point Buoy

Tours in United States

Things to do in United States

Other Sightseeing Options in Southernmost Point Buoy

Want to discover all there is to do in Southernmost Point Buoy? Click here for a full list.

What people are saying about Southernmost Point Buoy

Overall rating

4.6
(76 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.

Our guide, James was fun and informative. Enjoyed the ride and would definitely recommend it. Ending with cold key lime pay made it extra sweet.

Amazing bike riding tour with James. He was so informative and his great sense of humor made the tour fun. 10 out of 10

Amazing , we got so much from our drive .. I will be using again !