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 Morgan was the best! He was extremely personable and answered all our questions in the items we pointed out! The sunset was amazing and he made it even better! A Texas boy so you can’t go wrong there. We look forward to going back…”
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.
“Justin was an awesome guide. We caught a tarpon and nurse shark! Would 100% recommend him. Hope to be back and do it again.”
Experience a private sunset cruise around Key West with expert guides, stunning views, and marine wildlife, perfect for romantic or relaxed evenings.
“The sky and sites were amazing. Don was great. I would recommend anyone visiting the Keys to do a sunset boat ride.”
Experience nearly private, guided jet ski tours around Key West’s iconic sights, with stops at sandbars and expert guides ensuring fun and safety.
“Family had so much fun, everybody enjoyed sailing , kayaking, snorkeling. Boat captain Luke with his crew: Sav and Frankie made the tour fun, safe and informative. First time in a sailboat, saw a lot of species of birds and fish, able to see a…”
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.
“Do not hesitate to book with Capt. Jim. He is very professional, incredibly knowledgeable, and patient. He put us on the fish and we had our limit in no time, then spent the rest of our time fishing catch and release. His boat is so…”
Discover the beauty of the Florida Keys with a private sandbar adventure, paddleboarding, snorkeling, and wildlife spotting in tranquil backcountry.
“Destination was very easy to find to board the boat the captain was waiting for us. Don was our captain and he was very informative about the experience. There were five of us girls. we were able to bring snacks drinks snorkel gear. It was…”
Discover the serene beauty of Key West with a private boat tour exploring mangroves, paddling, and relaxing on sandbars—perfect for eco-adventurers.
“Had a wonderful time! Lindsey our guide did a great job! Would definitely do it again! Thanks for a great trip!”
Discover Key West's vibrant art scene with this private, 1.5-hour tour exploring museums, galleries, and local artists—perfect for culture lovers.
“My husband and I wanted to get an insider’s perspective on the beautiful community that is Key West, and Lindsey totally delivered! We saw some beautiful art, both from past and present artists living on the island, we chatted with an artist at Read more”
Discover a private 3-hour snorkeling adventure in Marathon, Florida, with flexible activities, expert guides, and stunning marine wildlife.
“Highly recommend Captain Hiram for a private trip. Professional, courteous and knowledgeable. We will book with him next time we are in the area!”
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.
“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”
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.
“we had six ladies on a Saturday afternoon tiki cruise with Captain Madison. Madison was amazing! she took us to a beautiful spot and we enjoyed our day so much. Everyone in the group talked about it the whole weekend. it was everyone's favorite thing…”
Schooners at sunset, reef by morning and Duval Street in between.