Key West

15 Best Key West Private Tours

The private bookings: charters, snorkel runs and island days with the boat to yourselves. On a four-mile island, the water is where private pays off.

2.Key West: Private Sunset Cruise on an Authentic Tiki Bar Boat

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.”

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3.KeyWest Half-Day Inshore Fishing Private Charter

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!”

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4.Private Sunset Cruise around Key West

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”

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5.Personalized Key West JetSki Tour for Small Groups Nearly Private

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.”

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6.Private Key West Sunset Sail

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!!”

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7.Private Fishing Charter from Ramrod Key

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!”

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8.Private Sandbar Adventure in Key West Backcountry

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…”

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10.Key West Art History Private Tour

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”

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12.Bimini Charters – Private 3hr Catamaran Charters, Sail & Snorkel

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.”

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13.Private Tour of Florida Keys from Marathon to Key West

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…”

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14.Private Boat Tour to Sand Bar Snorkel Dolphins and Sunset

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.”

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More Key West Private Tours

5.0Private 6-person Sandbar & Snorkeling Charter4 hours (approx.)$749.00 5.0PRIVATE Welcome to Key West Walking Tour1 hour 30 minutes to 3 hours (approx.)$137.50 5.0Key West Private Luxury Charter Rental: Boat Rental with Captain2 to 8 hours (approx.)$899.00 5.0Private Boat Tour of Flagler’s Famous Bridges from Big Pine Key1 hour (approx.)$340.00 5.0Private 90-Minute Harbor Sailing Charter in Key West1 hour 30 minutes (approx.)$395.00 5.0Key West: Private Fishing Charter with Experienced Captain$900.00 5.0Sandbar Adventure – Private Eco Charter in Key West3 hours 30 minutes (approx.)$706.33 3.0Private Arrival Transfer from Key West Airport EYW30 to 40 minutes (approx.)$144.00 5.0Private Secret Food Tour of Key West2 hours 30 minutes (approx.)$370.00 5.0PRIVATE Key West Haunted History Walking Tour$137.50 5.0Private Charter 6 Passenger Sandbar, Snorkel, Dolphins4 hours (approx.)$950.00 5.0Private Full-Day Tour of Florida Keys from Key Largo to Key West10 hours (approx.)$169.00 5.04 hours Private Fishing Charters in Key West 40 Ft Irish Cowboy4 hours (approx.)$950.00 5.0Day in Key West – Private SUV Tour From Miami12 hours$1,300 5.0Key West: Private Inshore Fishing Charter4 hours$700 4.5Private 2-Hour Tiki Boat Party in Key West & Mini Sandbar2 hours (approx.)$403.13 4.54-Hour Private Key West Boat Adventure | Snorkel and More!4 hours (approx.)$549.95 5.0Private Fishing Charter Florida Keys4 hours (approx.)$800.00 4.0Dry Tortugas National Park Day Trip by Luxury Private Boat8 hours (approx.)$1,500.00 5.0Key West Private Fishing Charters- 4 HRS 36 FT HATTERAS COWBOY4 to 12 hours (approx.)$850.00 5.0Private Sandbar Adventure in the Key West Backcountry4 hours$700 5.0Key West: Private Tiki Bar Party Boat & Mini Sandbar2 hours$403 5.0Private Sunset Cruise2 hours$450 5.0Private Vacation Photoshoot with Photographer in Key West1 hour (approx.)$166.99