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Simpson Bay, Sint Maarten Boat Rentals

Page 1 of 365 listings

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
$150/hour
Luxurious & spacious 55ft Motor Yacht,discover Anguilla,Sint Maarten,St Martin
Events in Simpson Bay · 12 guests

Luxurious & spacious 55ft Motor Yacht,discover Anguilla,Sint Maarten,St Martin

5.0
Superowner
$349/hour
Luxurious 55ft private Motor Yacht around Saint Martin, Sint Maarten, Anguilla
Events in Marigot · 12 guests

Luxurious 55ft private Motor Yacht around Saint Martin, Sint Maarten, Anguilla

5.0
Superowner
$349/hour
Private powercat 40 around saint martin, pinel, tintamarre and anguilla
Powerboats in Marigot · 12 guests

Private powercat 40 around saint martin, pinel, tintamarre and anguilla

5.0
Superowner
$291/hour
PRIVATE POWERCAT 40 AROUND SAINT MARTIN, PINEL, TINTAMARRE AND ANGUILLA
Powerboats in Simpson Bay · 12 guests

PRIVATE POWERCAT 40 AROUND SAINT MARTIN, PINEL, TINTAMARRE AND ANGUILLA

5.0
Superowner
$291/hour
Charter the Lagoon 450 Cruising Catamaran for Anguilla Tours with Friends
Sailing in Simpson Bay · 20 guests

Charter the Lagoon 450 Cruising Catamaran for Anguilla Tours with Friends

5.0
$2,095/day
Luxury Private Charter - 50ft Pajot Catamaran | St Martin - Anguilla
Powerboats in Cole Bay · 28 guests

Luxury Private Charter - 50ft Pajot Catamaran | St Martin - Anguilla

5.0
$2,900/day
Charter Formula III Open 32 in Philipsburg, Sint Maarten
Powerboats in Cole Bay · 10 guests

Charter Formula III Open 32 in Philipsburg, Sint Maarten

5.0
$135+/hour
Luxury Private Catamaran Charter – All-Inclusive from St. Maarten
Sailing in Cole Bay · 16 guests

Luxury Private Catamaran Charter – All-Inclusive from St. Maarten

5.0
$2,095/day
Luxury Private Charters Sint Maarten | St Martin - Anguilla - St Barths
Powerboats in Cole Bay · 12 guests

Luxury Private Charters Sint Maarten | St Martin - Anguilla - St Barths

5.0
$950/day
Luxury Catamaran Trips in St Maarten and Surrounding Islands
Sailing in Simpson Bay · 22 guests

Luxury Catamaran Trips in St Maarten and Surrounding Islands

5.0
$475/hour
Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten
Sailing in Cole Bay · 12 guests

Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten

5.0
$190/hour
All-inclusive Luxury Private Day Charter - Power Catamaran - St Martin/Anguilla
Powerboats in Simpson Bay · 12 guests

All-inclusive Luxury Private Day Charter - Power Catamaran - St Martin/Anguilla

5.0
$1,990/day
Luxury Private Charters Sint Maarten | St Martin - Anguilla - St Barths
Powerboats in Cole Bay · 12 guests

Luxury Private Charters Sint Maarten | St Martin - Anguilla - St Barths

New
$950/day
All-inclusive Luxury Private Charter - Power Cat - St Martin/Anguilla/St Barths
Powerboats in Simpson Bay · 12 guests

All-inclusive Luxury Private Charter - Power Cat - St Martin/Anguilla/St Barths

5.0
$1,990/day
Boat charter service based in St Maarten/St Martin/Anguilla/St Barts
Powerboats in Cole Bay · 10 guests

Boat charter service based in St Maarten/St Martin/Anguilla/St Barts

5.0
$165/hour
The Best Day Sail in St. Maarten
Sailing in Simpson Bay · 30 guests

The Best Day Sail in St. Maarten

5.0
$129/day
St Martin Luxury Catamaran Shared Day Charter with 4-Course Gourmet Lunch
Powerboats in Simpson Bay · 10 guests

St Martin Luxury Catamaran Shared Day Charter with 4-Course Gourmet Lunch

New
$359/day
Mambo 40ft Sail Catamaran
Sailing in Simpson Bay · 20 guests

Mambo 40ft Sail Catamaran

5.0
$1,500/day
Cruising Catamaran Charter for Up to 65 People in St Maarten
Sailing in Simpson Bay · 65 guests

Cruising Catamaran Charter for Up to 65 People in St Maarten

5.0
$1,800/day
New Leopard 53 SAINT MARTIN
Powerboats in Marigot · 12 guests

New Leopard 53 SAINT MARTIN

5.0
$450/hour
Boat Charter in Sint Maarten
Powerboats in Lowlands · 12 guests

Boat Charter in Sint Maarten

5.0
$213/hour
Sunseeker 52 Motor Yacht Charter in Sint Maarten
Events in Lowlands · 10 guests

Sunseeker 52 Motor Yacht Charter in Sint Maarten

5.0
$2,800/day
Luxury Private Charters Sint Maarten | St Martin - Anguilla - St Barths
Powerboats in Cole Bay · 12 guests

Luxury Private Charters Sint Maarten | St Martin - Anguilla - St Barths

New
$1,150/day

Simpson Bay Reviews

  1. SE

    Stephanie

    Private powercat 40 around saint martin, pinel, tintamarre and anguilla

    Jourdan and Chloe were super amazing 🤩 drinks were non stop and they were extremely fun. So fun l passed out when l got home and l still had to do a private chef dinner haha Thank you for an amazing birthday 💛

  2. KL

    Katrina

    PRIVATE POWERCAT 40 AROUND SAINT MARTIN, PINEL, TINTAMARRE AND ANGUILLA

    I highly recommend to anyone looking for a great boat and crew. We had such an AMAZING day! From beginning to end, everything was PERFECT!

  3. NS

    Nicole

    Luxurious & spacious 55ft Motor Yacht,discover Anguilla,Sint Maarten,St Martin

    This was such a fun charter! The boat is very spacious and comfortable! There were 12 of us and the drinks were flowing, the music was vibing, and captain and Chloe treated us so well! Everyone especially loved the water chairs and floaties. Will definitely use them again when we are back in SXM!

  4. AK

    Andrew

    Luxurious & spacious 55ft Motor Yacht,discover Anguilla,Sint Maarten,St Martin

    Outstanding trip with Jordan and Chloe. Took us to the best spots and great drinks and service. It was the highlight of our trip and we rented and boat with them for 2 days. Be sure to rent the underwater scooter as that is a lot of fun. We will be back

  5. AK

    Andrew

    Private powercat 40 around saint martin, pinel, tintamarre and anguilla

    Great day on the water. Jordan and Chloe were fantastic. We went to great spots and our margarita glasses were never empty. Recommend getting the underwater scooter. We re booked them for another day with new itinerary. Best part of our vacation

  6. ER

    Eva

    Luxurious & spacious 55ft Motor Yacht,discover Anguilla,Sint Maarten,St Martin

    Where do I start? Jordan and Chloe were responsive and attentive from the beginning so I had no qualms booking with them the same day they sent over the quote. The boat is beautiful and as advertised. It was easy to navigate around on the boat while on the water. They even decorated for my boyfriend’s birthday which was awesome. We chose the lobster for lunch and were not disappointed- the scallop appetizer and lobster were amazing. Drinks (piña coladas) were great as well. Highlight of our vacation and I’m glad I saved it for the last day. Will definitely book with them the next time we visit.