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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$90-$1,450
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$60-$1,000
Sailboats
Set sail with these traditional wind-powered boats
$75-$1,100
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$65-$710
Kayaks
Who says you need a motor to have fun on the water?
$45-$845
Fishing Charters
Let a captain do the driving while you do the fishing
$60-$1,250
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$60-$1,300
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$75-$500
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$60-$3,125
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$100-$400
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$50-$425
Diving
Explore the ocean depths with trained boat operators
$500
Sundeep
Luxury Catamaran Trips in St Maarten and Surrounding Islands
Simply incredible! Captain Neil and his crew provided an outstanding experience for our buddy's 40th birthday celebration (16 of us!). The service was impeccable – drinks were always topped up, and we felt incredibly well taken care of. The boat itself is super comfortable and spacious. We were greeted with an endless array of freshly baked croissants and bakery items, and lunch was hands down the best meal we had on the water, all prepared right on board by the chef. This is definitely one of my favorite charters and an unforgettable day. Thank you Capt Neil and crew.
Desiree
🏝 5-Star Luxury Private Yacht: All-Inclusive Captain & Crew TOTALLY PRIVATE 🎉
The boat experience for my birthday was top tier! Initially I scheduled for Friday, but due to bad weather he was able to accommodate and reschedule for the next day. The boat crew was amazing and a great time! This was definitely the highlight of my trip.
Aaron
"Pursuit of Hoppiness" Hospitality at Sea!
Great trip! Beau was prompt and professional. Took us around Naples and we swam several times. Boat was well kept and in good shape. Would highly recommend booking with Beau or his company for a day trip. Will book again next time we’re in town.
Mariella
46' Oyster Sailboat in St. Thomas, Virgin Islands
BOOK NOW! this sail was one of the greatest experiences we have had on the water. The boat was beautiful, comfortable, and sailed like a dream. The food was DELICIOUS! The drinks - amazing! The service was unmatched. Shana and Nicholas made sure to make our day we so special. We found some great snorkeling spots, enjoyed a sail around the islands, and a gorgeous sunset. We feel blessed to have been a part of their sail today - we will be back!! Communication 10/10. On time 10/10. Kind and great hosts 10/10!!!
JJ
Jennifer
🔥15% off May l 🔥 51' Sea Ray Luxury Yacht Charter in Jupiter FL
The Captain, Jason and crew member, Kellie were outstanding! They went above and beyond creating the absolute perfect boat day for our family. Our kids had an amazing time swimming and snorkeling around peanut Island. Jason and Kellie even paddle boarded us back and forth from boat to beach several times. 5 stars all around!!!
Kelly
🔥15% off May l 🔥 51' Sea Ray Luxury Yacht Charter in Jupiter FL
Stewardess Kellie and Captain Bryan made our experience worry free and extremely enjoyable. This is our third time booking Diamond D and we’ll be back again. Great for kids, too! Our favorite part is getting to stop at a private beach only accessible by boat.
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!