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.
“Great way to see Key West and gorgeous sunset. Trisia our captain was super nice and great for a relaxing cruise!”
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.
“Captain Jagger was the greatest! He asked what our goal was and I said something big. He knew exactly where to take us and it was so much fun! He also kept an eye on the weather that turned out cutting our fishing trip short…”
Experience a private sunset cruise around Key West with expert guides, stunning views, and marine wildlife, perfect for romantic or relaxed evenings.
“Stop what you are doing and book this immediately. This was my first trip to Key West and this sunset tour was by far my favorite experience of the trip. I cannot imagine any other tour being able to top this one. Don has a…”
Experience nearly private, guided jet ski tours around Key West’s iconic sights, with stops at sandbars and expert guides ensuring fun and safety.
“Dakota did a great job taking us on our jet ski tour. We started a little late due to getting fueled up but this is the best way to see key west! We had so much fun!”
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.
“The fishing was great. My son and I caught about 12 fish each. Jim was on time, got us on the fish, his boat is nice and he is very personable. I highly recommend this to anyone looking to go fishing in the Keys.”
Discover the beauty of the Florida Keys with a private sandbar adventure, paddleboarding, snorkeling, and wildlife spotting in tranquil backcountry.
“Very relaxing trip. Beautiful sandbar and a great captain!!! The boat ride was nice getting to the sandbar. Captain Don informed us of all the great places on the way out to the sandbar. This is the perfect way to enjoy a different side of…”
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.
“What an outstanding experience…from reservations through the day out with Nils and Patrick! Our family had a great time!!!”
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/driver Troy was amazing. He gave us several options for stops on our way to Key West. Then he gave us specific detailed options based on what we were interested in seeing. He also narrated the history and unique facts about the areas…”
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.
“Great experience! There was a mistake from the booking site on the time of our tour. Vaughn handled it very well, but I would suggest verifying your time the night before. Vaughn took us to several islands to enjoy snorkeling, paddle boarding, site seeing, etc.…”
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 the absolute best guide ever!!!”
Schooners at sunset, reef by morning and Duval Street in between.