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“This is a fun experience if you are looking for more of a harbour tour where the Captain talks most of the time (little facts and anecdotes about the Navy and Coast guard, history of the area etc). That's fine if that's what you pay…”
★★★★★★★★★★
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“If you are looking for an outstanding private fishing tour, pick this one. Our guide Justin was great. We caught some great fish and even a couple sharks.”
★★★★★★★★★★
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“This is a much different experience than most sunset cruises on Key West. We explored some is the mangroves and back channels before anchoring to take in the sunset. This was 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“Morgan went above and beyond to make sure our outing was everything we hoped it would be !!! Would definitely recommend this to friends and relatives !!”
★★★★★★★★★★
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“Captain Jim was an awesome fishing guide - friendly, patient and knowledgeable. He even fetched me a beer while I was reeling in snappers! Great experience and highly recommended.”
★★★★★★★★★★
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“Very relaxing trip. Beautiful sandbar and a great captain!!! The boat ride was nice getting to the sandbar. Captain Don informed us of all the great places on the way out to the sandbar. This is the perfect way to enjoy a different side of…”
★★★★★★★★★★
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“Capt. Nicole was excellent as well as her dog, "Ernie." Very relaxing trip and what made it much better was the fact that they take kayaks and paddleboards for your use.”
★★★★★★★★★★
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“Seeing the art displayed at the museum of art and history, of my friends uncle, Mario Sanchez. We only wanted to go to the museum, but Lindsey and Ryan are so knowledgeable we kept on going and so glad we did. I think we could…”
★★★★★★★★★★
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“Great having the whole boat to ourselves with our kids. We were picked up right at our hotel marina and went to a great snorkeling spot.”
★★★★★★★★★★
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 captain and the first mate were amazing and helpful. Knowledgeable and kind. The boat was beautiful and well equipped and maintained. They helped with getting in the water and refreshments. The water was incredible, they pointeRead more”
★★★★★★★★★★
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.
“Scott did a wonderful job keeping us entertained and educated during the entire trip. He was always available at a moments notice to take us to the next location. I would highly recommend and will use them again if we get the chance!”
★★★★★★★★★★
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“Great experience! There was a mistake from the booking site on the time of our tour. Vaughn handled it very well, but I would suggest verifying your time the night before. Vaughn took us to several islands to enjoy snorkeling, paddle boarding, site seeing, etc.…”
★★★★★★★★★★
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“Madison was an awesome captain.”
★★★★★★★★★★
23 reviews4 hoursFrom $564by Key West Promotions Inc
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