Key West
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.
Discover the Florida Keys' vibrant coral reefs on a private snorkel trip from Big Pine Key, led by knowledgeable guides in calm, pristine waters.
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 :)”
Experience a private Key West sunset aboard a charming tiki bar boat, enjoying stunning views, personalized service, and BYOB in a relaxed setting.
“Captain Robert Bob was entertaining & educational as we cruised around the Gulf for a sunset tour!!!”
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.
“Trolling motor not working correctly, so lost lots of fishing time. Would not hold position, and was very noisy.wasted dayJustin was great guy.”
Experience a private sunset cruise around Key West with expert guides, stunning views, and marine wildlife, perfect for romantic or relaxed evenings.
“What an amazing sunset cruise! Donny was a wonderful captain and gave us a magnificent cruise. We saw lots of sights with Donny giving us great info about the areas. And of course the sunset was so special. It was just our family with the…”
Experience nearly private, guided jet ski tours around Key West’s iconic sights, with stops at sandbars and expert guides ensuring fun and safety.
“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.…”
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.
“It was Fantastic!!!! Our crew was just excellent and we did have an enjoyable, happy and relaxing evening. Erick and Harley are the best!!”
Discover the backcountry of the Florida Keys on a private fishing trip from Ramrod Key. Enjoy expert guides, abundant fish, and personalized service.
“Capt Jim was great! Very patient and most of all made sure we had a great experience. We caught a ton of fish. Would definitely do it again.”
Discover the beauty of the Florida Keys with a private sandbar adventure, paddleboarding, snorkeling, and wildlife spotting in tranquil backcountry.
“Captain Donnie of Stock Island Charters was outstanding. The boat was immaculate and fit 6 comfortably. We cruised around mangrove-covered islands and Egret Sanctuary and then on to a sandbar where we swam, snorkeled, and soaked up the sun. I highly recommend Captain Donnie and…”
Discover the serene beauty of Key West with a private boat tour exploring mangroves, paddling, and relaxing on sandbars—perfect for eco-adventurers.
“Wonderful trip! Beautiful area! So enjoyed our captain Lynsi! Would highly recommend lazy dog charter. Kayaking and paddle boarding was awesome!”
Discover Key West's vibrant art scene with this private, 1.5-hour tour exploring museums, galleries, and local artists—perfect for culture lovers.
“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…”
Discover a private 3-hour snorkeling adventure in Marathon, Florida, with flexible activities, expert guides, and stunning marine wildlife.
“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.”
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.
“Sitting in the netting of the catamaran and watching the water go bye The snorkeling was awesome. We went out to the reefs. He was able to post up while we snorkels.”
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 was very polite, accommodating, knowledgeable, and friendly. He did an exceptional job.”
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.
“Just let Vaughn know how you want to spend your day and he will make it happen! We had a great day making the rounds to several sandbars we hadn’t been to before. Weather worked to our favor and it was time well spent!”
Experience a private 4-hour sandbar cruise in Key West on a tiki bar boat. Enjoy sunshine, water activities, and stunning views with friends or family.
“Madison was an awesome captain.”
Schooners at sunset, reef by morning and Duval Street in between.