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.

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 an amazing tour guide and captain. He was extremely accommodating. Focus was making sure we had 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

“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

“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!”

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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

“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…”

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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

“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…”

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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

“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!"”

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11.3 Hour Private Snorkeling in Marathon Florida

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.”

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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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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