KEY WEST
Ranked by traveller popularity
The 10 most popular private in Key West. Here's what they actually deliver, who runs them, and what they cost.
Go private to Looe Key for a calmer snorkel with a captain, gear included, and big Florida Reef fish in about 3 hours.
“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 beer, snacks, and a calm private-group vibe.
“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”
Private Key West sunset cruise on a thatched tiki bar boat. BYOB with blender and Bluetooth sound, photo stops, harbor views, 2 hours.
“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.”
Private Key West half-day fishing with live bait for tarpon, sharks, snappers, jacks, and more. Up to 4, 4 hours from Stock Island.
“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 Key West sunset cruise for up to 6, timed by a local captain. See Sunset Key, Mallory Square, and more in ~2 hours.
“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…”
Private Key West sunset sail from the Historic Seaport. A 2-hour cruise with refreshments and BYOB cooler storage on your charter.
“It was Fantastic!!!!”
Nearly private Key West jet ski tour with free pickup, a sandbar swim stop, and guided views of the Southernmost Point and submarine pens.
“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 fishing charter from Ramrod Key: 4-hour Florida Keys backcountry flats with Captain Jim. Gear, bait, and shallow-water action.
“(HUSBAND/WIFE TRIP)”
Private Key West sandbar cruise with Captain Donnie: mangrove backcountry, Snipe Keys swimming, snorkel gear, and time to relax.
“Great communication from Don as soon as we booked and a great morning on the water having to work around some weather early on. Boat is perfect for a small group and the stops he took us too were great to get a feel for the back country weaving through mangroves and stopping at 2…”
Private Key West sandbar and paddle trip by pontoon through calm mangrove creeks, with sandbar time, rafts, and a dog-friendly captain.
“Amazing private boat tour through mud flats. Found several hidden beaches. Our guide was fun and knowledgeable.”
