Florida Keys
Culture & History

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Our most recommended Florida Keys Culture & History

Key West: Sunset Cruise with Buffet Dinner and Open Bar

1. Key West: Sunset Cruise with Buffet Dinner and Open Bar

Climb aboard "The Party Cat" for a wonderful 2-hour cruise around the harbor.   Enjoy a freshly prepared tropical food buffet in an enclosed air-conditioned dining room. Choose from dinner options such as roast pulled pork in mojo sauce, deep fried sweet plantains, black beans and rice, marinated grilled chicken, fried fish, mixed vegetables, mashed potatoes, pasta with mini shrimp and Cuban bread and butter. Sip on your choice of tipple — margaritas, rum runners, champagne, beer, wine or spirits. After dinner, stroll upstairs to the upper deck for live music. Dance the night away or simply listen to the beat as you watch the sun set over the horizon into the Gulf of Mexico. Witness the beautiful display of colors across the night sky.

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Key West: Old Town Trolley 12-Stop Hop-On Hop-Off Tour

2. Key West: Old Town Trolley 12-Stop Hop-On Hop-Off Tour

Enjoy the sun, charming setting, and clear waters of Key West on this Old Town Trolley Hop-On Hop-Off Tour. This tour covers the entire city. You can avoid the trouble of driving and parking in a new place. The trolley tour is also designed so that you can hop-on and off and explore on your own, on any of the 12 stops. Your ticket is valid for all day, so you can tour at your own speed. There are frequent pick-ups at all of the 12 stops so you’ll never have far to walk. And our Old Town Trolley conductors will be there to guide you through this tropical paradise on one of the distinctive orange and green trolleys. Don’t miss this great day out!

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Key West: 2-Hour Sunset Sail with Live Music

3. Key West: 2-Hour Sunset Sail with Live Music

Set sail on a breathtaking sunset cruise aboard a spacious catamaran. Admire views of the Historic Seaport, pass jugglers and entertainers at the Mallory Square Sunset Celebration, and gaze at Fort Zachary Taylor. Enjoy unlimited drinks and appetizers on board, as well as live musical entertainment. Sail past the landmarks of Key West, as your captain positions the ship to maximize your view of the sunset. Savor a fantastic evening on the water.

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Miami: Day Trip to Key West with Optional Snorkeling

4. Miami: Day Trip to Key West with Optional Snorkeling

Start your day on an air-conditioned bus from Miami Beach to Key West with a 4-hour drive. Watch as your tour guide points out the famous 31 Caribbean Islands along the drive known as the Florida Keys. Cross 43 bridges as you travel through the Keys to Key West. See the Atlantic Ocean and the Gulf of Mexico while driving by the coastline. Key West is the most southern point of the USA and only 90 miles from Cuba. Once you arrive in Key West, get 6 hours to explore the island at a leisurely pace. You can enjoy water activities, go on a hop-on trolly, stroll the artistic streets, or sit at outdoor cafes. Key West is the home of Ernest Hemingway, and you can visit his former residence. Nearby the cruise port, you can visit Mallory square for shopping. You may also choose to add one of the most popular adventure activities such as hop on hop off tour or the Conch Tour Train, Key West Aquarium, Key West Shipwreck Museum, Sails to Rails Museum, or the Truman Little White House. Make your way back from Key West to Miami Beach at 5:00 PM.

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Key West: Rum and Reggae Afternoon Snorkel and Sunset

5. Key West: Rum and Reggae Afternoon Snorkel and Sunset

Enjoy 2 exciting activities in 1 trip as you snorkel North America’s only living reef system from a spacious catamaran, enjoying the rhythmic sounds of reggae music in tropical waters. Then, watch the sunset over the horizon! Climb aboard the state-of-the-art catamaran from the most luxurious fleet in the Florida Keys. Upon arrival at the reef, get assistance and instructions from the friendly crew before you descend “the stairway to the sea.” Discover the wonders of the aquatic environment and its pristine coral reefs, and snorkel among an abundance of marine life, including tropical species found nowhere else on earth. Upon completion of your snorkeling adventure, enjoy some complimentary rum punch, a signature tropical beverage, beer, wine and champagne. Then, leave your worries behind as you sail off into Key West’s famous sunset. Feel the warm ocean breeze as you watch a magnificent sunset. Toast the end of another perfect day in paradise as you see the sun slowly disappear beyond the horizon.

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Key West: Sunset Party Cruise by Catamaran

6. Key West: Sunset Party Cruise by Catamaran

Climb aboard a party catamaran and sail across the ocean waves on a sunset cruise from Key West. Get ready to dance the night away and cause a commotion on the ocean! Enjoy free hot an cold snacks, including a fresh vegetable platter with hummus and a smoked fish dip with pita chips. Listen to live music as you sip margaritas and wine. Quench your thirst with a cold beer and leave your worries behind as you sail into the sunset. Relax aboard the spacious state-of-the-art catamaran as you cruise the tropical waters. Feel the warm ocean breeze on your face and toast the night with a glass of champagne. Dance to the sounds of your favorite musicians as the sun slowly sets across the sea.

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From Miami: Key West Full-Day Trip with Dolphin Watching, Snorkeling and Transfer

7. From Miami: Key West Full-Day Trip with Dolphin Watching, Snorkeling and Transfer

Come along on this interesting and varied excursion to discover the southernmost point of Florida. After the pickup at your hotel, travel to the city where Ernest Hemingway once lived. Journey to the water and board a boat to set off on your adventure. Sit back and relax as you travel across the glistening waters and listen to the sounds of the sea. Keep your eyes peeled for the playful dolphins that live in these waters. See them up close in their natural habitat. Then put on your diving equipment and go snorkeling in the coral reef, where you'll see Florida's underwater world right in front of your eyes.

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Key West Aquarium Tickets

8. Key West Aquarium Tickets

If you have ever wondered what it is like to touch a shark or hold a live starfish, then this ticket is for you. It will get you entrance to the Key West Aquarium, which first opened its doors in 1934 and was the very first attraction in the city. During the day you will get closer to marine life than you ever thought possible, without getting wet. See some of the world’s most intriguing marine species, such as moray eels, stingrays, barracuda, parrotfish, tarpon, sharks, sea turtles and an array of tropical fish. Learn about their habitats and habits from the Key West Aquarium’s knowledgeable guides, and then get a hands-on experience as you feel and pick-up the amazing animals that live in the Touch Tank. They are all harmless, gentle creatures, just waiting to get a closer look at you too! Move on to catch the hungry sharks and sea turtles devour their breakfast, lunch or late afternoon snack; feedings occur daily at 11:00, 13:00 and 16:30. The Atlantic Shores exhibit offers visitors a chance to learn about a mangrove environment, while the 50,000-gallon tank is home to many colorful and lively tropical and game fish. Spend as long as you like at the underwater wonderland; it is open daily from 10:00 through 18:00, 7 days a week, and 365 days a year.

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From Miami: Key West Full-Day Trip with Transfer

9. From Miami: Key West Full-Day Trip with Transfer

Experience the southernmost city in the USA by land and sea. Explore the many sights, shops, and restaurants in Key West. Soak in the Caribbean feel of the city and take a glass-bottom boat ride over the third largest reef in the world. Enjoy a pickup at your accommodation in Miami Beach in the morning and head towards Key Largo. Go further to Key West over 42 islands and the magnificent Overseas Highway 1, one of the most spectacular roads in the USA. The route crosses many bridges including the Seven Mile Bridge. Reach Key West before noon and enjoy some free time to explore the city on your own. The tranquil Caribbean town was once the adopted home of the famous writer Ernest Hemingway.

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Key West Conch Train Tour

10. Key West Conch Train Tour

Climb aboard Key West’s conch train for a 90-minute sightseeing tour of the tropical paradise. The train departs from Front Street Depot and loops through the Old Town to end back behind the Depot at Mallory Square. Stock up on ice cream and homemade fudge at the Depot to eat on board during your tour. You can jump off at Truval Village to visit the Ernest Hemingway Home and Museum, Key West Lighthouse, Southernmost Point, and Key West Butterfly and Nature Conservatory. Climb to the top of the observation tower at Key West Shipwreck and Treasures Museum. Travel back in time to the days of hand-rolled cigars at Mallory Square. And stroll through the Cayo Hueso y Habana Historeum. Back on the conch train, learn about Key West characters, such as Mel Fisher, whose lifelong search for 2 sunken Spanish galleons finally turned up treasure worth USD 450 million. Jump off to enjoy great shopping on Duval Street, and fine dining at restaurants such as Hog's Breath Saloon, Jimmy Buffet's Margaritaville or the Hard Rock Café.

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Other Sightseeing Options in Florida Keys

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What people are saying about Florida Keys

Great trip on a calm lake with a very large and generous selection of drinks and various snacks. The sunset at Key West is an experience.

I was very impressed with the quality of the food. The DJ/Performer was excellent. Good time. Thank you.

Top ! I can only recommend. Nice crew, great boat, delicious snacks and drinks as well as live music

GREAT staff on the bus ride dwn and back. So much to do in key west

Bruce was the best tour guide. Very informative and entertaining.