Activities & Tours: Florida

Key West History Audio Guided Walking Tour

You may have heard the island of Key West called many different things – America’s Caribbean Island, Margaritaville or The Conch Republic. But you know what we locals call it? Paradise!! And I bet by the end of our tour you will agree with me. Go at your own pace. This is a smartphone guided tour that uses GPS to direct you step by step on a hands free adventure.

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based on 1 reviews

See Details → Duration :1 hours to 1 hours 30 minutes
From $7.75

Key West Stand Up Paddleboard Rental

Explore the calm, clear waters between Stock Island and Key West with a 2-hour standup paddleboard rental. Glide over sea grass and through mangrove tunnels as you look for fish, birds, sharks, rays, and manatees. This is a great activity for paddlers of all experience levels. Enjoy a brief lesson before you leave the dock for your 2-hour rental

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based on 27 reviews

See Details → Duration :2 hours
From $30.00

2-Hour Private Sunset Cruise on a Tiki Bar Boat in Key West

Key West is famous for it's sunsets and it doesn't get any better then on a private sunset cruise aboard our custom tiki bar boats. You and up to 5 guests will toast the sunset with your favorite libation(BYOB). Tours depart an hour and fifteen minutes prior to sunset so we can get to the perfect place to watch the sunset. Our boats feature a large thatch roof for shade, bluetooth tv and stereo, a walk in bathroom, adjustable padded bar stools and a gorgeous live edge tiki bar. You'll cruise the Key West harbor in style and view the famous sunset on your private 2 hour adventure. Keep your eyes on the horizon for a chance to see the famous Green Flash as the sun goes down.

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based on 60 reviews

See Details → Duration :2 hours
From $456.88

Ft. Lauderdale to Key West Bus Tour w/ 6 hours of free time in KW

This is the ONLY Key West tour company with actual bus stops departing from Fort Lauderdale! Cruise in a luxurious 55 passenger motor coach with great views, comfortable seats, and a restroom. During the bus ride, passengers will receive information about the Florida Keys from a knowledgeable tour guide who will also point out all the fascinating locations as you travel to Key West. There will be a rest-stop break during your drive there. You will arrive in Key West at the perfect time, lunch time. Once you arrive, you will have 6 hours of free time to party like it's 1999! At 7:00 pm, the bus departs Key West and drives back to Fort Lauderdale with a rest-stop in between. Our pick-up times range from 7:00 am-8:25 am depending on your location. The tour start time and narration begins at 8:30 am once all the passengers have boarded the bus.

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based on 11 reviews

See Details → Duration :15 hours 30 minutes
From $169.00

Key West Walking Tour with Glass Bottom Boat Cruise

Experience the best of Key West on our guided walking and boat tour, where you'll delve into the island's rich history and explore its stunning coastline. Begin your journey by strolling through the charming streets, learning about the indigenous peoples, Spanish settlers, and famous residents who shaped the island's identity. Visit iconic landmarks like the Truman Little White House and Hemingway's former home, soaking in their stories and architectural splendor. Then, step aboard our boat to cruise along the crystal-clear waters, where you'll enjoy panoramic views and spot vibrant marine life through the glass bottom. Whether you're captivated by history, mesmerized by nature, or simply seeking adventure, our walking and boat tour offers an immersive and unforgettable Key West experience.

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based on reviews

See Details → Duration :5 hours
From $233.00

Key West Schooner Sunset Sail with Bar & Hors d'oeuvres

Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key West, as you sail by Mallory Square, Sunset Pier, Sand Key Light Tower and more. Enjoy complimentary beverages throughout your sail along with individually plated hors d'oeuvres. Sit back and relax as your captain sails you effortlessly through the emerald green Key West waters and off toward the horizon for a quintessential Florida sunset experience.

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based on 558 reviews

See Details → Duration :2 hours
From $111.80

Key West Sunset Sail aboard legendary Schooner Appledore

Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner. Her decks are spacious and comfortable. Feel the sense of adventure as the crew hoists the sails. Participate in this age-old tradition by helping raise the sails. Take a turn at the wheel and feel the exhilaration of captaining a traditional tall ship.

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based on 212 reviews

See Details → Duration :2 hours
From $99.00

Key West Conch Republic Tiki Pedicab Experience by Kokomo Cabs

You will sit and relax on our spacious and comfortable tiki bike as your private guide/driver takes you on a pleasant ride around the enchanting streets of Old Town and Historic District. Experience its amazing architecture and historic sites as you learn the rich history, culture, and folklore of our beautiful island of Key West. First-row, Historic, Cultural and Fun, the only VIP experience tour in Key West. This tour includes a slice of famous Kermit's Key Lime Pie for each of you and a complimentary bottle of water!

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based on 55 reviews

See Details → Duration :2 hours 30 minutes
From $224.99

Night Glow Kayak Paddle Session in Key West, FL

One kayak accommodates two people. This is an experience unlike anything else. Experience crystal clear kayaks and paddleboards with led and solar lights. The kayaks and sups are lit up in many different colors. Sometimes you will see fish or manta rays. This is a special experience that you will remember forever.

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based on 37 reviews

See Details → Duration :45 minutes
From $70.00

Key West Jetski Tour from Stock Island

VOTED KEY WESTS BEST - Over 5,000 5 Star Reviews Jet ski Tour around Key west, No Hidden Fees, Everything is included, FREE 2nd Rider, FREE Shuttle Pickup (shuttle is based on availability) Please check-in one hour before with your photo I.D and credit card. If you were born on or after January 1st, 1988 and at least 18 years of age you must take a Florida Boaters Safety test to drive waverunners

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based on 32 reviews

See Details → Duration :1 hours 30 minutes
From $185.95

Fishing Charters in Key West Florida

We provide some of the best inshore and offshore fishing key west has to offer. All of our excursions are specialized to our customers satisfaction. We provide half day 3/4 day and full day fishing charter excursions in key west florida. We catch almost every species of fsih key west has to offer, form the beginner to the expert we take everyone for a great day of fishing on the water.

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based on 19 reviews

See Details → Duration :4 hours
From $1,000.00

Southernmost Key West History and Culture Small-Group Walking Tour

Meet The Locals, On Foot, At Eye Level If you’re like us, you think of travel as more than just “going places.” You crave experience and discovery, not just monuments and museums. You want to understand what’s behind the touristic façade that most people never penetrate. That’s why the Southernmost Walking Tour is the best way to immerse you into the history and culture of Key West! When you’re on foot, the world can’t slide past you faster than you can absorb it. You’ll have time – and proximity – to get up close to the region’s culture and natural history. Start your tour at the famous Cuban sandal factory - Kino Sandals before heading off toward the Southernmost Point of the continental United States. Along the way, our incredibly knowledgeable and well-connected local guides will show you the most popular landmarks and introduce you to local culture. By the time you’re finished, you’ll have a uniquely fun perspective of our tiny island!

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based on 88 reviews

See Details → Duration :1 hours 45 minutes
From $39.99

Highlights and Stories of Key West - Small Group Walking Tour

Key West Highlights and Stories- 2020, 2021, 2022, and 2023 WINNER "Best Key West Walking Tour". Join our award-winning guides for a wonderful, fun, and informative 2.5 hour walk through the historic streets of Old Town Key West. Our goal is for you to have a fantastic time as we bring to life the rich and colorful history, legends, points of interest, flora/fauna, and culture that make Old Town Key West unique and famous across the globe. There's something for everyone to enjoy on this fascinating and story-filled look behind the scenes of historic Key West. *Consistently ranked as the top “Highlights Tour” by Keys Tourism Association *Voted Top Tour Guides of North America *20+ years experience *Our guides have been featured in leading publications including Gentry, Conde Nast, Frommer’s Travel Guide, Jetset, Hamptons, Travel Weekly, Private Islands, and USA Today. We look forward to sharing Old Town Key West with you. *Not recommended for people with impaired walking ability.

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based on 151 reviews

See Details → Duration :2 hours 30 minutes
From $49.00

Snorkel, Sandbar & Dolphin Excursion

Max 6 people. Explore the waters around Key West in the Looking Glass, our 28' glass bottom boat. This versatile boat let's you plan your own adventure. Snorkel the reef, explore an offshore island, look for dolphin and other marine life or simply relax on a sandbar with your toes in the sand! A favorite for families!

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based on 24 reviews

See Details → Duration :3 hours 30 minutes
From $800.00

2-Hour Sunset Sail On Schooner When And If

Any sail onboard the historic Schooner When And If is a memory of a lifetime! Step aboard the beautiful teak decks of the 1939 wooden Schooner Yacht built for General George Patton before the war. The Ship was named by Patton "When the war is over and if I live through it, Bea and I are to sail the world" Loved and enjoyed as a private yacht for much of her life, When And If is open to the Public to Enjoy the Sailing Comfort, Style and Grace of a superb classic yacht. Sit Back, Relax or Romance the sail away as our experienced Key West Captain and Crew set sail, pour wine and share their passion of sailing, Key West, the sea and best of all.... Sunsets! Sail and Unwind Like No Other Key West Sunset Cruise

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based on 42 reviews

See Details → Duration :2 hours
From $109.00

Activities & Tours: Florida

Key West History Audio Guided Walking Tour

Key West Stand Up Paddleboard Rental

2-Hour Private Sunset Cruise on a Tiki Bar Boat in Key West

Ft. Lauderdale to Key West Bus Tour w/ 6 hours of free time in KW

Key West Walking Tour with Glass Bottom Boat Cruise

Key West Schooner Sunset Sail with Bar & Hors d'oeuvres

Key West Sunset Sail aboard legendary Schooner Appledore

Key West Conch Republic Tiki Pedicab Experience by Kokomo Cabs

Night Glow Kayak Paddle Session in Key West, FL

Key West Jetski Tour from Stock Island

Fishing Charters in Key West Florida

Southernmost Key West History and Culture Small-Group Walking Tour

Highlights and Stories of Key West - Small Group Walking Tour

Snorkel, Sandbar & Dolphin Excursion

2-Hour Sunset Sail On Schooner When And If

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