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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$250-$1,000
Sailboats
Set sail with these traditional wind-powered boats
$425-$500
Fishing Charters
Let a captain do the driving while you do the fishing
$300
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$300
Alysha
Private Custom Charter, Stingray City, Coral Reef Snorkeling, Starfish 34ft
Captain Jason ans his crew was amazing! They really went above and beyond for us. We will definitely rebook. Thank you!!!
LD
Laura
Private Custom Charter, Stingray City, Coral Reef Snorkeling, Starfish 34ft
We had a wonderful day aboard Escape Hatch with Captain Jason! Boat is a bit older, but the ability to beat the crowds and adjust the schedule was totally worth it. Additionally, Jason knew all the local secrets so we had all the string rays in our private area even though a few other boats were nearby. Cheers!
GT
Greg
Jeanneau NC 895 Luxury Yacht - Private Key West Boat Charter
David was a great host. No surprise charges and very accommodating in all aspects. Captain Dustin and Christina were very knowledgeable on local spots to avoid the wind and were great to hang out with for the day. We would highly recommend spending a day touring with them.
Jason
BackCountry Sandbars Key West
We had an absolute fantastic day. Anthony knows the spots to find that moment you are looking for in a special trip to the Keys. My wife and I had a magical trip, visiting a remote island and sharing a romantic sunset together. He even took pictures for us along with being a fantastic host. Next time we are in the Keys, we will be giving Anthony a call again as our Captain. Thank you from A and J for taking us to the Edge of Heaven!
PG
Patrick
BackCountry Sandbars Key West
Just spent 8 hours on the Boston Whaler with my three daughters. We had an amazing time. Anthony is the perfect host - laid back, funny, kind and most of all knowledgeable of the places to go and see. We visited two sandbars, got to see some baby hammerheads, a stingray, the sunset (which was amazing), and on our ride back to dock we also saw a family of dolphins. The boat was very clean, larger than expected, had the toys we wanted (full face snorkeling equipment, paddle boats, and the water mat). The cooler was stocked and there were chips as well. We would do it again in a heartbeat! Worth every penny for a relaxing day on the water with an amazing host!
WG
William
BackCountry Sandbars Key West
Anthony was amazing! We made a last minute booking and he answered within minutes to quickly get us booked for 3 o’clock departure… which was within the hour of reaching out to him. When arriving to the marina it looked as if a storm was approaching and anthony did everything to make sure we didnt waste our money and go out and get stuck in the storm. About an hour later the storm passed so we reached out to see if it was too late to go out, and he said he stuck around just incase the storm passed and to meet back at the marina. We ended up having an amazing evening with great weather and he took us out to a beautiful sandbar! The evening was amazing and his professionalism was awesome. Would book again, no question about it.
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!