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
Check Availability →Read our full review →
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“Very great family experience. We had a chance to experience a very nice sunset on a tiki bar. Many thanks to you, we live it ❤️ and recommend the tour.”
★★★★★★★★★★
67 reviews2 hours (approx.)From $456.88by Tiki Boat Adventures
Check Availability →Read our full review →
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
Check Availability →Read our full review →
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 great, the views were beautiful, this private sunset cruise was worth every penny. Glad to have experienced this”
★★★★★★★★★★
59 reviews2 hours (approx.)From $400.00by Stock Island Charters
Check Availability →Read our full review →
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
Check Availability →Read our full review →
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
Check Availability →Read our full review →
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 very personable and knowledgeable. The equipment was great, boat was clean. He worked very hard to make sure we caught fish! Thank you Captain Jim for a great time. We took the fish to Dante’s in Key West. Best fish dinner ever!”
★★★★★★★★★★
45 reviews4 hours (approx.)From $500.00by Mile Marker 27 Fishing Charters
Check Availability →Read our full review →
Discover the beauty of the Florida Keys with a private sandbar adventure, paddleboarding, snorkeling, and wildlife spotting in tranquil backcountry.
★ 5.0“Destination was very easy to find to board the boat the captain was waiting for us. Don was our captain and he was very informative about the experience. There were five of us girls. we were able to bring snacks drinks snorkel gear. It was…”
★★★★★★★★★★
39 reviews3 hours (approx.)From $550.00by Stock Island Charters
Check Availability →Read our full review →
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“Had a wonderful time! Lindsey our guide did a great job! Would definitely do it again! Thanks for a great trip!”
★★★★★★★★★★
36 reviews3 hours 30 minutes (approx.)From $600.00by Lazy Dog Adventures
Check Availability →Read our full review →
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“My husband and I wanted to get an insider’s perspective on the beautiful community that is Key West, and Lindsey totally delivered! We saw some beautiful art, both from past and present artists living on the island, we chatted with an artist at Read more”
★★★★★★★★★★
35 reviewsFrom $59.99by Key West Art History Tour
Check Availability →Read our full review →
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
Check Availability →Read our full review →
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
Check Availability →Read our full review →
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/driver Troy was amazing. He gave us several options for stops on our way to Key West. Then he gave us specific detailed options based on what we were interested in seeing. He also narrated the history and unique facts about the areas…”
★★★★★★★★★★
26 reviews8 hours (approx.)From $137.00by Up The Keys Tours
Check Availability →Read our full review →
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
Check Availability →Read our full review →
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
Check Availability →Read our full review →
More Key West Private Tours