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Simpson Bay, Sint Maarten Boat Rentals

Page 3 of 367 listings

HALF DAY around St Maarten/St Martin. DONZI 38
Powerboats in Simpson Bay · 10 guests

HALF DAY around St Maarten/St Martin. DONZI 38

New
$1,272/day
LAGOON 51 SAILING CATAMARAN - 2023 - 16 GUESTS
Sailing in Marigot · 16 guests

LAGOON 51 SAILING CATAMARAN - 2023 - 16 GUESTS

New
$347/hour
Sailing in the Caribbean St. Martin
Sailing in Marigot · 10 guests

Sailing in the Caribbean St. Martin

New
$1,156/day
Yacht YES DARLING - Luxury Private Boat Rental 60 feet - Saint Barthélemy
Events in Marigot · 30 guests

Yacht YES DARLING - Luxury Private Boat Rental 60 feet - Saint Barthélemy

New
$737+/hour
2 Hours Terres Basses BOAT TOUR
Powerboats in Simpson Bay · 12 guests

2 Hours Terres Basses BOAT TOUR

New
$318/hour
2hours SUNSET cruise St. Maarten/St. Martin
Powerboats in Simpson Bay · 10 guests

2hours SUNSET cruise St. Maarten/St. Martin

New
$289/hour
Full Day from Anguilla around Anguilla Donzi 38
Powerboats in Simpson Bay · 10 guests

Full Day from Anguilla around Anguilla Donzi 38

New
$1,966/day
Full Day around Anguilla. Donzi 38
Powerboats in Simpson Bay · 10 guests

Full Day around Anguilla. Donzi 38

New
$1,850/day
Full day around St Maarten/St Martin with Donzi 38ZF
Powerboats in Simpson Bay · 10 guests

Full day around St Maarten/St Martin with Donzi 38ZF

New
$1,619/day
2021 Lagoon 46 Sailing Catamaran Based in Saint Martin / Saint Barthélémy
Sailing in Marigot · 12 guests

2021 Lagoon 46 Sailing Catamaran Based in Saint Martin / Saint Barthélémy

New
$2,891/day
Full Day from Anguilla around St. Maarten/St. Martin
Powerboats in Simpson Bay · 10 guests

Full Day from Anguilla around St. Maarten/St. Martin

New
$2,081/day
Rent SeaGlass a 28' Mako Private Boat to Explore the Beautiful St Maarten!
Powerboats in Simpson Bay · 8 guests

Rent SeaGlass a 28' Mako Private Boat to Explore the Beautiful St Maarten!

New
$1,200/day
Enjoy Marigot, Saint Martin on Motor Yacht
Tours in Marigot · 8 guests

Enjoy Marigot, Saint Martin on Motor Yacht

New
$925/day
Full day from Anguilla around St Barth.
Powerboats in Simpson Bay · 10 guests

Full day from Anguilla around St Barth.

New
$2,891/day
St Maarten Fishing Charters aboard 27' Aqua Sport 270XF
Fishing in Simpson Bay · 5 guests

St Maarten Fishing Charters aboard 27' Aqua Sport 270XF

New
$163+/hour
28 GUESTS - OCEAN VOYAGER 53 CRUISING CATAMARAN IN SAINT MARTIN
Events in Marigot · 28 guests

28 GUESTS - OCEAN VOYAGER 53 CRUISING CATAMARAN IN SAINT MARTIN

New
$393/hour
Yacht YES DARLING - Luxury Private Boat Rental 60 feet - Saint Martin
Events in Marigot · 30 guests

Yacht YES DARLING - Luxury Private Boat Rental 60 feet - Saint Martin

New
$650+/hour
Yacht YES DARLING - Luxury Private Boat Rental 60 feet - Anguilla
Events in Marigot · 30 guests

Yacht YES DARLING - Luxury Private Boat Rental 60 feet - Anguilla

New
$694+/hour
Charter our 34 ft Apache performance in Sint Maarten or Anguilla
Powerboats in Cole Bay · 10 guests

Charter our 34 ft Apache performance in Sint Maarten or Anguilla

4.9
Snoozed - Active 02 Apr 2026

Simpson Bay Reviews

  1. CR

    Catherine

    Charter our 34 ft Apache performance in Sint Maarten or Anguilla

    Nick is an amazing captain and local to give you the best of SXM. He went out of his way to pick us up. We got a wonderful history of the island and saw more than we expected. He found calm waters for us to swim in and got us to our favorite place to eat. If you want the best way to see SXM, this is your guy! Thank you Nick!

  2. NJ

    Nautica

    Charter our 34 ft Apache performance in Sint Maarten or Anguilla

    Nick was very responsive and made it easy for us to book our trip. Our captain Tony was very knowledgable about the French and Dutch sides of the island and took us to several different locations that we really enjoyed. The boat was also in great condition and looked great in our photographs. We highly recommend booking with Nick. It was a great experience.

  3. CR

    Catherine

    Charter our 34 ft Apache performance in Sint Maarten or Anguilla

    This was the highlight of our trip. We got to see places off the beaten path and also experienced spots we didn’t know existed. Captain gave us a wonderful tour of the island and great detail of its history. Totally professional, the boat was very comfortable with a sun canopy and plenty of drinks offered. We will be back!

  4. JK

    John

    Charter our 34 ft Apache performance in Sint Maarten or Anguilla

    Nick, and his Captain Tony, provided our group of ten adults a great day on the water. Taking us to a number of stops around Anguilla. He provided some interesting information about the area we were in. He even extended our day by an hour to help us avoid the crazy St Martin afternoon traffic!

  5. JW

    Jennifer

    Charter our 34 ft Apache performance in Sint Maarten or Anguilla

    We couldn’t have asked for a better day with Nick! From explaining to our taxi driver how to get to the dock to a sparklingly clean boat and stocked cooler, it was a perfect day on the water. Nick took us to all the beautiful beaches along the island and always asked us what we wanted to do (sightsee, snorkel, swim, etc) to make sure we were enjoying. We also hadn’t brought food with us, and he recommended a beach bar he could call ahead for pickup so we wouldn’t lose any boat time which was perfect. He also was available beforehand on WhatsApp to make sure we knew where we were going and to confirm the pickup time and place before we headed over. Would definitely recommend to anyone visiting wanting to see more from the water.

  6. JS

    Jennifer

    Charter our 34 ft Apache performance in Sint Maarten or Anguilla

    Best way to see everything. Our captain was so much fun and took us to places we didn’t even know about. We felt like we did everything in just 6 hours. Will definitely book again next time we are on island.