Discover the Florida Keys' vibrant coral reefs on a private snorkel trip from Big Pine Key, led by knowledgeable guides in calm, pristine waters.
Most Popular★ 5.0“Loved spending time with Captain Brian and learning so much from him! He was patient with our girls wanting to dive out of the boat! Thank you :)”
★★★★★★★★★★
431 reviews3 hours (approx.)From $575.00by Keys Boat Tours
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Experience a private Key West sunset aboard a charming tiki bar boat, enjoying stunning views, personalized service, and BYOB in a relaxed setting.
★ 4.5“So much fun, great views, highly recommend! We were so glad to have a bathroom and Captain Morgan was awesome!”
★★★★★★★★★★
67 reviews2 hours (approx.)From $456.88by Tiki Boat Adventures
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Experience Key West's vibrant waters on a private half-day inshore fishing charter. Perfect for all skill levels, with expert guides and plentiful marine life.
★ 5.0“We had such an amazing time. Captain Jagger was awesome! Went to a few spots and caught a number of fish and two sharks (released). The kids had an awesome time and reeled in a few!”
★★★★★★★★★★
64 reviews4 hours (approx.)From $750.00by Live Action Sportfishing 2
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Experience a private sunset cruise around Key West with expert guides, stunning views, and marine wildlife, perfect for romantic or relaxed evenings.
★ 5.0“Don was an amazing tour guide and captain. He was extremely accommodating. Focus was making sure we had a wonderful experience”
★★★★★★★★★★
59 reviews2 hours (approx.)From $400.00by Stock Island Charters
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Experience nearly private, guided jet ski tours around Key West’s iconic sights, with stops at sandbars and expert guides ensuring fun and safety.
★ 5.0“My family went Jet skiing and had a great time! Our guide Jeff was helpful and stressed the importance of safety. Jet skiing in the ocean is very different than Jet skiing on a lake.”
★★★★★★★★★★
49 reviews1 hour 30 minutes (approx.)From $169.00by Sunset Watersports
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Experience a private sunset sail off Key West, enjoy stunning views, soft drinks, and the peaceful ocean breeze—all for a great value at $695 per group.
★ 4.5“It was Fantastic!!!! Our crew was just excellent and we did have an enjoyable, happy and relaxing evening. Erick and Harley are the best!!”
★★★★★★★★★★
49 reviews2 hours (approx.)From $695.00by Sunset Sail Key West
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Discover the backcountry of the Florida Keys on a private fishing trip from Ramrod Key. Enjoy expert guides, abundant fish, and personalized service.
★ 5.0“We had a great day on the water. Capt. Jim did a great job finding the fish. He was attentive to our needs. I highly recommend Mile Marker 27 Fishing Charters. Thanks Capt. Jim!”
★★★★★★★★★★
45 reviews4 hours (approx.)From $500.00by Mile Marker 27 Fishing Charters
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Discover the beauty of the Florida Keys with a private sandbar adventure, paddleboarding, snorkeling, and wildlife spotting in tranquil backcountry.
★ 5.0“We booked a sandbar tour on Sunday, August 17th with Captain Donny and it was absolutely incredible. From start to finish, he made the day perfect. The boat was spotless and so comfortable, and he was extremely informative, sharing details about the area while also…”
★★★★★★★★★★
39 reviews3 hours (approx.)From $550.00by Stock Island Charters
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Discover the serene beauty of Key West with a private boat tour exploring mangroves, paddling, and relaxing on sandbars—perfect for eco-adventurers.
★ 5.0“Nicole was excellent. Very informative and new all the cool spots. Parking was easy and the boat was right there. She took us around the mangroves and gave us a nice cayak to explore on our own. Very nice pontoon boat with a leisurely drive…”
★★★★★★★★★★
36 reviews3 hours 30 minutes (approx.)From $600.00by Lazy Dog Adventures
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Discover Key West's vibrant art scene with this private, 1.5-hour tour exploring museums, galleries, and local artists—perfect for culture lovers.
★ 5.0“Our Key West Art tour with Lindsey was everything we hoped for - and more. Lindsey was energetic, a great listener, and very knowledgeable. The tour was impressive and we would definitely recommend! We felt like "insiders!"”
★★★★★★★★★★
35 reviewsFrom $59.99by Key West Art History Tour
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Discover a private 3-hour snorkeling adventure in Marathon, Florida, with flexible activities, expert guides, and stunning marine wildlife.
★ 5.0“We had rougher seas than anticipated, but our captain made sure he found us calm waters in which my family good relax and enjoy both snorkeling and beach combing for shells. Top notch equipment super personable captain and plenty of refreshments.”
★★★★★★★★★★
31 reviewsFrom $720.00by Hiram Machado
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Enjoy a personalized 3-hour private catamaran sail along Key West's coast, snorkeling at prime reefs, and relaxing with your own food and drinks.
★ 5.0“The excursion was fabulous. Our family thoroughly enjoyed the afternoon on the water. Captain Niles and Patrick were knowledgeable of the area and took us snorkeling by the mangroves.”
★★★★★★★★★★
26 reviewsFrom $0.00by Bimini Charters
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Discover the best of Key West on a private day trip from Marathon, with sightseeing, free time, and optional add-ons like sunset sails—perfect for a quick getaway.
“Our tour guide was very polite, accommodating, knowledgeable, and friendly. He did an exceptional job.”
★★★★★★★★★★
26 reviews8 hours (approx.)From $137.00by Up The Keys Tours
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Experience stunning sunset views, dolphin sightings, and vibrant snorkel adventures on a private boat tour through Key West’s beautiful waters for up to 6 guests.
★ 5.0“Amazing Tour with Captain Vaughn. Outstanding knowledge of Key West and goes the extra mile. 100% will book this tour on our return.”
★★★★★★★★★★
25 reviews3 hours 30 minutes (approx.)From $600.00by Vaughn Willis
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Experience a private 4-hour sandbar cruise in Key West on a tiki bar boat. Enjoy sunshine, water activities, and stunning views with friends or family.
★ 4.8“Hi Timo, thanks so much for the great review! We appreciate you choosing Tiki Boat Adventures and hope to see you on the water again soon.”
★★★★★★★★★★
23 reviews4 hoursFrom $564by Key West Promotions Inc
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