Key West, Florida
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Key West

Florida • United States

86°F

High: 86°F / Low: 84°F
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$500 Tour Provided by Viator
5.00 (51 reviews)

Private Sandbar Adventure in Key West Backcountry

*Visit Stockislandboatcharters.com for alternate availabilities and pricing.* Embark on a tour through the beautiful Florida Keys mangrove back country. Stop at various sandbars to paddle board, snorkel, or just hang out. Watch for wildlife throughout the trip such as dolphins, sea turtles, fish, birds, and much more! A cooler filled with ice and bottled water will be provided. Feel free to bring any food or alcoholic beverages.

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$120 Tour Provided by Viator
5.00 (45 reviews)

Day Sailing Adventure in the Florida Marine Sanctuary

Escape the ordinary and embark on an unforgettable journey aboard our 50 foot sailboat, “Chao Lay”. Choose our popular 3-hour Day Sail through the Florida Keys Marine Sanctuary in Marathon, Florida. Our sailboat rides feature the perfect blend of natural beauty, maritime history, and the thrill of the open sea. Don't forget your camera – this is a photo opportunity you won't want to miss! Book your spot now and get ready to create memories that will last a lifetime.

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$99 Tour Provided by Viator
5.00 (45 reviews)

Cruisin Tikis Marathon - Sunset Tiki Cruise

Ready for the most beautiful 2 hours of your Florida Keys vacation? Forget crowded piers and noise—imagine yourself drifting peacefully as the sun melts into the beautiful water of the Florida Keys. Our 2-Hour Sunset Tiki Cruise transforms the spectacular Keys sunset into a private, moving masterpiece just for you. The Magic of the Sunset Cruise: Front-Row Seat to Nature’s Show: Glide across the tranquil, crystal-blue waters as the sky ignites in a breathtaking palette of reds, oranges, and pinks. You'll have the best, unobstructed view of the legendary Keys sunset from the comfort of your floating tiki bar. A Toast to Paradise: Whether you're celebrating a special occasion or simply savoring a perfect day, the sunset hour is magical. Bring your favorite beverages to toast the end of a perfect day as the stars begin to appear over the horizon. Secure your spot now and create a memory that will glow long after the sun goes down!

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$895 Tour Provided by Viator
5.00 (39 reviews)

Marathon Florida Keys Fishing Experience

Florida Keys Fishing Experience for the entire family. Serious fishing serious fun! Located in Marathon Key Florida, Wet Tails Charter will give you the charter fishing experience of a lifetime. It doesn’t matter if you are looking for a sunset cruise or to land the fish of a lifetime, Wet Tails Charters is here to make it happen. We offer 4,6,8 and 10hr fishing trips. Please remember if you had a great time to take care of your deck hand who works solely for tips.

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$1200 Tour Provided by Viator
5.00 (33 reviews)

Private Luxury Sandbar Excursion

Hey there, I’m Captain Zak; just a guy with a boat who loves showing off Key West and sharing good times on the water. Whether you’re into sandbar hopping, snorkeling, or soaking up one of those legendary Key West sunsets, I’m all about creating the perfect day for you and your crew. Let me know what you’d love to do while you’re here, and together we’ll design a sandbar cruise that’s completely personalized, relaxed, and unforgettable. From hidden sandbars to vibrant reefs, it’s all about seeing my backyard playground—The Fabulous Florida Keys—like a local. Climb aboard the Casual Monday and let’s make some memories in paradise. See you on the water! Captain Zak

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$375 Tour Provided by Viator
5.00 (32 reviews)

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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$749 Tour Provided by Viator
5.00 (30 reviews)

Key West Private 6-Person Sandbar & Snorkeling Charter

Your Day, Your Way! Step aboard our 24’ center console and discover the best of Key West’s stunning waters! Perfect for groups of up to six people, this private, captain-guided adventure takes you through crystal-clear waters to beautiful sandbars and unspoiled beaches that can only be reached by boat. With comfortable seating and a T-top for shade, you’ll have everything you need for a fun and relaxing day exploring the breathtaking beauty of the Florida Keys!

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$1100 Tour Provided by Viator
5.00 (26 reviews)

Marathon Reef Fishing Charters

Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant fish. Marathon the hub for fishing in the Florida Keys, great beaches, shopping, and fantastic food. View the beautiful scenery, while experiencing the thrill of a chance to catch species such as Wahoo, Mahi Mahi, Tuna, Snapper, Grouper, King Mackerel and Shark that all swim around the reefs. Your tour is guided by a licensed Captain in a modern 30' open fishing style boat with t-top for shade. All the fishing rods and reels, right and left-handed and all the tackle you need, as well as all other necessities including safety equipment. Booking with confidence on TripAdvisor, it makes this charter an easy, reliable and enjoyable decision. Reserve Today to get hooked up! Travelers that have enjoyed our fishing charters also have enjoyed The Turtle Hospital, a tour down Seven Mile Bridge or a beautiful sunset at Sombrero Beach.

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$85 Tour Provided by Viator
5.00 (26 reviews)

Florida Keys Sunset Cruise with Champagne Toast and Seafood

Witness a breathtaking Florida Keys sunset aboard Island Girls Excursions. Departing from Skipjack Resort & Marina, this serene cruise includes a complimentary champagne toast and seasonal local seafood appetizers such as fresh Florida stone crab or shrimp (when in season), offering an authentic taste of the region. Our spacious 52’ catamaran provides a smooth, comfortable ride — perfect for couples, families, and small groups seeking relaxation with panoramic ocean views. Enjoy island music, warm breezes, and vibrant sunset colors as the day fades into tropical paradise. Departure times adjust seasonally to align with the actual sunset, ensuring you experience the most spectacular sky colors possible. Your confirmed departure time will be reflected in your booking confirmation.

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$165 Tour Provided by Viator
5.00 (25 reviews)

1 Hour Key West Jet Ski Freestyle Adventure

Short on time and want to do your own thing? Our supervised Freestyle Adventure is perfect for you. Our guide will take you to a secluded area where you can let loose and get your jet ski on. This jet ski rental is a great way to let loose and get your adrenaline fixed, or you just relax and chill if you prefer. It’s completely up to you. Some people don’t care for structured, guided tours. That’s why we came up with this freestyle alternative. Book yours today!

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