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 is a nice young man who is learning how to fish. The boat was smaller than expected and it took an hour in the morning to find our bait trap. Had some fun catching mangrove snapper .”
Experience a private sunset cruise around Key West with expert guides, stunning views, and marine wildlife, perfect for romantic or relaxed evenings.
“Don was amazing!! We saw so many parts to the island and surrounding area, he was funny, professional and overall just a great night!! We will certainly book with him again when we visit! This is a must book!!”
Experience nearly private, guided jet ski tours around Key West’s iconic sights, with stops at sandbars and expert guides ensuring fun and safety.
“Morgan went above and beyond to make sure our outing was everything we hoped it would be !!! Would definitely recommend this to friends and relatives !!”
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.
“We had a great day on the water. Capt. Jim did a great job finding the fish. He was attentive to our needs. I highly recommend Mile Marker 27 Fishing Charters. Thanks Capt. Jim!”
Discover the beauty of the Florida Keys with a private sandbar adventure, paddleboarding, snorkeling, and wildlife spotting in tranquil backcountry.
“Our trip was absolutely phenomenal! Don took us to some incredible spots, and my husband and I truly enjoyed the engaging conversation along the way. He was wonderfully attentive to our children, which we greatly appreciated. The weather was a mix of clouds, sunshine, and…”
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.
“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.
“Troy was our driver and was the best! He made sure that he gave us information so that we could make choices about where to go and what to see. His knowledge of the Keys and Key West was so entertaining and helpful. Hands down,…”
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 the absolute best guide ever!!!”
Schooners at sunset, reef by morning and Duval Street in between.