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

“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…”

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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

“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.”

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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

“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!”

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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

“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 !!”

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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 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.”

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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

“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…”

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9.Private Key West Sandbar and Paddle by Boat

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.”

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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

“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…”

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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 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”

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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.

“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!”

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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

“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.…”

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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