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Activities & Tours: Florida

Private Key West Snorkeling Adventure

Private Key West Snorkeling Adventure

Dive into an underwater wonderland with our Reef Snorkel Charter in Key West. Explore the vibrant coral reefs with tropical fish, colorful marine life, and fascinating sea creatures. Our expert guides will lead you to the best snorkeling spots, ensuring an unforgettable experience for beginners and seasoned snorkelers. Feel the exhilaration as you glide through the crystal-clear waters, marveling at the kaleidoscope of colors beneath the surface.
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See Details → Duration :4 hours
From $995.00
Private Southernmost Key West History and Culture Walking Tour

Private Southernmost Key West History and Culture Walking Tour

Join us for the best walking tour in Key West! You will be amazed by how much history and culture our small island has! Local Guide will take you on a time travel adventure. As you stroll through the scenic streets of the Old Town, you will learn how the island was discovered and became one of the richest cities in the USA! Hear the stories of the first industries on the island, such as shipwrecking, sponge harvesting and cigarmaking. Also, learn what key role Key West played in the Cuban fight for its independence and find out why Key West declared the war against the United States. The private tour is the best way to explore Key West and have fun with your own group of friends or family! Book Now and call us to schedule the time that is convenient for you! This tour includes a slice of Kermit's Key Lime Pie for each traveler & a bottle of water. What to bring and to wear: Comfortable clothing and shoes, sunscreen, hat, sunglasses, water.
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See Details → Duration :2 hours
From $549.00
Private Transfer from Key West hotels to Key West Cruise Port

Private Transfer from Key West hotels to Key West Cruise Port

Book your Private Transfer from Key West city hotels or any address to Key West Cruise Port. Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private, door-to-door city/port transfer. Your driver will be waiting for you at a scheduled time and you will travel comfortably to your destination. Meeting with a Nameplate. Door-to-door Service. No Hidden Charges. Clean cars & Professional drivers.
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See Details → Duration :20 minutes
From $38.60
Private Reef Snorkel and Sail Trip

Private Reef Snorkel and Sail Trip

Key West is surrounded by stunning reefs. Tell us what you’d love to see and we’ll create the perfect snorkel adventure, complete with cold beer, wine and soft drinks and healthy snacks. If you’ve been looking for the ultimate activity for a girls/guys weekend, family reunion, milestone birthday – or any other special occasion – this is it! - Masks, fins, and snorkels provided - Comfortable life jackets for all sizes
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See Details → Duration :3 hours
From $2,400.00
An Audio Guide of Key West’s Journey From Village to Micro State

An Audio Guide of Key West’s Journey From 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. On this tour, travel writer and tour guide Gregg Squeglia will share stories of some of the island’s more famous residents and some lesser-known tales that have given Key West its unique place in American culture and history. He'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 self-paced tour, you’ll also visit the island’s major landmarks and lesser-known treasures.
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See Details → Duration :2 hours to 2 hours 30 minutes
From $11.99
Private Encounter with Robert the Haunted Doll

Private Encounter with Robert the Haunted Doll

Robert the Doll is a Key West mystery and a worldwide phenomenon. Paranormal investigators call him "the world's most haunted doll." For many people, meeting Robert the Doll is a once-in-a-lifetime opportunity. This private encounter ensures it is an intimate and exclusive experience that lasts a lifetime. Ideal for families, couples, and small groups looking for an exclusive, unique, and memorable Key West activity. This experience combines the island’s best paranormal history and mystery in a private, crowd-free setting. This twilight tour starts after the museum closes. We'll lock the doors behind you, and it will be just you, your ghost host, and Robert the Doll inside one of Key West's most notoriously haunted locations.
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See Details → Duration :1 hours
From $567.50
Key West: Nautic Star 21 Ft Speed Boat 21ft 115 Horse Power Speedboat-6 Pass

Key West: Nautic Star 21 Ft Speed Boat 21ft 115 Horse Power Speedboat-6 Pass

Have a blast on the half day boat rental a 21ft Nautic Star speed boat. The boat holds up to 6 passengers. You can cruise in the the ocean or the bay at key west, it is only 90 miles from Cuba. Tan in the sun, dock at a sand bar. The boat is equipped with 60 horse power, a Bimini Top, Radio and Comfortable Seats. Remember to bring your bathing suits, sun glasses, sunscreen, towel, hats and favorite beverages.
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See Details → Duration :4 hours
From $750.00
Private Patch Reef Fishing

Private Patch Reef Fishing

The Reef & Back Flats Fishing charter in Key West, Florida, offers an unforgettable adventure into crystal-clear waters, where the early morning sun hints at the day's potential. Joining this tour provides customers with immersive cultural experiences, insider knowledge from seasoned guides, and memorable encounters with local traditions. Heading to vibrant reefs, anglers find ecosystems teeming with fish like snapper and barracuda, offering excitement and significant catches. Alternatively, the serene flats provide tranquil sight fishing for bonefish and tarpon, challenging anglers to spot and stalk. This experience is perfect for adventure seekers, families with children, and anyone looking to create lasting memories on the water.
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See Details → Duration :6 hours
From $1,795.00
likely to sell out
Escape Rooms Outdoors on the Waters of Key West!

Escape Rooms Outdoors on the Waters of Key West!

Choose your adventure! Castaway, Mermaid, or Conch Quest !! Each charter is four (4) hours, with the escape game being one hour of the adventure (Conch Quest adventure is several hours). You will board a large, comfortable deck boat with an experienced captain who will take you to a few beautiful locations for snorkeling, playing the escape adventure, and relaxing and eating/drinking for the remaining time. We provide all safety gear, snorkel gear, ice, bottled water. You provide your own food/drink/towels. Book today!
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based on 3 reviews
See Details → Duration :4 hours
From $700.00
Private Tiki Bar Crawl by Water

Private Tiki Bar Crawl by Water

Embark on a tantalizing journey through Key West's culinary and cocktail scene with our Bar & Food Crawl by Boat Charter. About Cruise along the picturesque coastline to a selection of outdoor Tiki establishments nestled along the water's edge, each with its charming boat dock waiting to welcome you. Indulge your taste buds with a curated selection of mouthwatering dishes and creative cocktails inspired by the island's vibrant culture and tropical flavors. Every stop offers a delightful taste of Key West's culinary delights, from fresh seafood to exotic island-inspired libations. With our expert guides leading the way, you'll savor the island's flavors while enjoying its waterfront's scenic beauty – a unique gastronomic adventure that will leave you craving more. So come aboard and let us whisk you away on a culinary odyssey like no other, where every bite and sip is savored against the stunning backdrop of Key West's coastal charm.
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See Details → Duration :4 hours
From $1,295.00
Schooner Appledore Day Sail with Full Bar in Key West, Florida

Schooner Appledore Day Sail with Full Bar in Key West, Florida

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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See Details → Duration :2 hours
From $54.95
Full Day Premium 24ft Pontoon Boat With Cozy Lounge Upgrades

Full Day Premium 24ft Pontoon Boat With Cozy Lounge Upgrades

We are Key West's largest boat rental service and have been helping travelers explore our local waterways for over 39 years. Our boats are located at a full-service marina with ice, gas, snacks, drinks, beer, fishing equipment, bait, and so much more. We are your one-stop shop for everything you need to enjoy your time on the water. Our expert staff will guide you through the boat and give directions to local hotspots. Book with Sunset Watersports and see the difference.
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See Details → Duration :8 hours
From $550.00
Private Luxury Catamaran Sunset Sails

Private Luxury Catamaran Sunset Sails

Rent your own private yacht and savor the beautiful Key West sunset away from the crowds. Do it all on a luxury catamaran reserved just for you! Dolphin watch, jump off of the bows of the boat, sail along the Key West coastline, and enjoy cocktails with friends on your own private yacht! If the big, crowded boats are not for you, we're the perfect option for a more private sail catered specifically to your needs. Our boat is the cleanest you will find, with a spotless bathroom and an electric flush toilet. We are owner operated so every detail of your sail is important to us. We also allow you to bring your own food and cocktails on the boat to create your own perfect experience. The S/V Liberty is a luxurious 44-ft cat, offering 5 different seating areas, so you can spread out and savor the coastline as we sail by. Bigger groups and longer charter times available upon request. Let's go sailing!
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See Details → Duration :3 hours
From $775.00
Private Luxury Catamaran Sails - Snorkeling, Dolphins, Sailing!

Private Luxury Catamaran Sails - Snorkeling, Dolphins, Sailing!

Rent your own private yacht and savor the beautiful Key West waters away from the crowds. Do it all on a luxury catamaran reserved just for you! Snorkel a pristine reef, dolphin watch, jump off of the bows of the boat, sail along the Key West coastline, and enjoy cocktails with friends on your own private yacht! If the big, crowded boats are not for you, we're the perfect option for a more private sail catered specifically to your needs. Our boat is the cleanest you will find, with a spotless bathroom and an electric flush toilet. We are owner-operated so every detail of your sail is important to us. We also allow you to bring your own food and cocktails on the boat to create your own perfect experience. The S/V Liberty is a luxurious 44-ft cat, offering 5 different seating areas, so you can spread out and savor the coastline as we sail by. Bigger groups and longer charter times are available upon request. Let's go sailing!
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See Details → Duration :3 hours
From $750.00
Florida Keys Backcountry Eco Tour from Big Pine Key

Florida Keys Backcountry Eco Tour from Big Pine Key

This 2 hour Eco Tour will take you by boat to explore the Backcountry of the Florida Keys. We will cruise through the mangrove islands that make up the Backcountry and Great White Heron National Wildlife Refuge. We will slow down and look for marine life and birdlife. Maybe see a turtle or dolphin. We will take you through "Skinny Water" and look for starfish, rays and sharks. It's a fun adventure not to be missed when visiting the Keys.
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based on 2 reviews
See Details → Duration :2 hours
From $425.00