KEY WEST · FLORIDA KEYS
Key West’s best days on the water.
The 8 most popular private tours in Key West. What each trip costs, how long it runs, and who takes you out.
Private snorkel at Looe Key with a captain, all gear included, and a calm, uncrowded 3-hour outing from Big Pine Key.
Most Popular“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 :)”
Private 2-hour Key West sunset sail on a 65-ft schooner with global wines, craft beers, and hors d’oeuvres for your group.
“The crew was friendly and there was a good variety of wine. The atmosphere was reserved without the obnoxious crowds. One thing to improve upon was the food. There was not many choices and one can only have so many cheeses. Read more”
A private 2-hour Key West sunset cruise on a thatched tiki bar boat. BYOB, captain narration, Bluetooth music, and front-row harbor views.
“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.”
Half-day Key West private inshore fishing charter for up to 4. Live bait, tackle, and license included; target snappers, tarpon, sharks.
“My husband, 13 and 10 year old sons had a fabulous time out with Justin! They caught a huge variety of fish and came home with enough fish for dinner. They would highly recommend this charter to others!”
A private 2-hour sunset cruise in Key West with Stock Island Charters. See Sunset Key, Mallory Square, and quiet wildlife spots.
“Don was amazing! He adjusted the cruise to account for the cooler than normal temperatures, spending more time hunting wildlife in little inlets than offshore waiting for the sunset. We were able to see a manatee and many other animals while learning a lot about what brought him to the Keys. By the end of…”
Nearly private 1.5-hour Key West JetSki tour with free pickup, sandbar swim, submarine pens, and one machine for two riders.
“Great time with Dakota on the jet ski. Two of us on one jet ski but it didn’t matter, they’re up to date models & we went plenty fast. Dakota showed us the ritzy part of town, plus a sand bar and a mangrove forest. He knew the area well and was informative without being…”
Private Key West sunset sail on High Tide with refreshments and BYOB cooler. Depart from 202 William St. About 2 hours.
“It was Fantastic!!!!”
Private 4-hour backcountry fishing from Ramrod Key with shallow flats, clear-water sight fishing, and plenty of captain Q&A.
“(HUSBAND/WIFE TRIP)”
Every way to get out on the water, and every reason to stay for the sunset.