The Best Boat Rentals Near Saint Paul Charlestown Parish

Rent the 19' Boston Whaler in Jolly Harbour

⭐⭐⭐⭐⭐ We booked a private all-day boat tour and it was honestly one of the highlights of our holiday. Our captain Paul was fantastic — friendly, attentive, and really made the day feel personal. We had small kids with us, so instead of snorkelling stops he tailored the whole day around us, taking us to two beautiful beaches where the little ones could splash around and enjoy themselves. That's what made it so special — there was no rigid itinerary, just a genuinely flexible experience built around what we needed. The kids had the best time and so did we. Paul clearly knows the area well and made sure we got the most out of every stop. If you're looking for a boat trip that actually works for your family rather than a one-size-fits-all tour, this is it. We can't recommend it highly enough. Already talking about booking again on our next trip!

Charter Formula III Open 32 in St Maarten

I really enjoyed Sam’s boat! It was fully equipped with everything necessary for a great experience. I highly recommend booking with him if you’re looking to have a great time with friends and family!

Charter our 34 ft Apache performance in Sint Maarten or Anguilla

Perfect half day trip! Short walk to Chesterfield marina to meet for pick up from cruise ship terminal. So happy to boat & snorkel at our own pace. Our captain was so knowledgeable of the surrounding area and answered lots of questions. Even made an extra stop at Maho Beach to see the planes fly over our heads and land right behind us. We were dropped back off at the marina for a delicious lunch! Perfect day!

Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten

Had an amazing time Garth and Lucy were super great recommend them 10000% great people good vibes and they assisted so well would def book them again !

Caribbean Escape: Charter 27' Beneteau Flyer 750WA with Captain in St Maarten

It was a great time! The water was beautiful, lunch on a little pop up island delicious. Captain was great. Took us on a wonderful adventure.

Charter Formula III Open 32 in St Maarten

Sam was amazing. Had the best experience and the boat trip was the highlight of my birthday trip! HIGHLY recommend and will be returning!