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Southernmost Point Buoy

Southernmost Point Buoy: Our most recommended tours and activities

Key West: Guided Bicycle Tour with Key Lime Pie

1. 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 Self-Driving Tour

2. Florida: Key West Overseas Highway Self-Driving 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: History and Culture Southernmost Walking Tour

3. 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: Self-guided old town treasures walking tour

4. 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 | Self-Guided Audio Driving Tour

5. Key West | Self-Guided Audio Driving Tour

One of the USA’s most famous and classic road trips, the Overseas Highway, US1, jumps from Key to Key over 113 miles, either ending or beginning at Key West, just 90 miles from Cuba. Flexible Tour: Follow the suggested itineraries, or divide the commentary and create your own half, full or multi day sightseeing trips. 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, you’ll 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. You'll also 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. Snorkel, scuba or take a glass bottom boat to get up close to the living coral reefs, fish and an old Spanish shipwreck, of the Florida Keys at John Pennekamp Coral Reef State Park. Your guide will point out areas to keep your eyes peeled for the endangered Key Deer, the smallest of North American deer and visit the lovely beach at Bahia Honda for an up close up view of the old rail bridge. As you loop Key West, appreciate the brightly coloured Key West style houses, including Ernest Hemingway's, which open to visit. Grab a selfie at the striped buoy that represents the Southernmost Point in the Continental USA. And of course, take some time to wander Duval Street. You’ll quickly find yourself slowing to Key West pace.

Florida Keys: Self-Guided Walking Tour

6. 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.

Other Sightseeing Options in Southernmost Point Buoy

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What people are saying about Southernmost Point Buoy

Overall rating

4.6 / 5

based on 76 reviews

Fantastic tour with James who was humorous and very informative. Highlight of our trip to Key West that I would highly recommend. Bikes were comfortable and easy to ride and the 3 hour tour flew by as we covered and saw so much more than we would have done by foot! What a character James was and the Key Lime Pie was a perfect end to a great tour. Worth every penny!

The app was very easy to use and very helpful. I would recommend using this app to learn about the area and the sites to see.

Make sure you get Lauren as your guide. She’s fabulous, as I’m sure the others are too.

Love that its a stop and go tour. And it automaticly plays when you pass by hte spot.

Lots of fun information for the long drive to Key Wedg!