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Simpson Bay, Sint Maarten Boat Rentals

Page 2 of 369 listings

New Leopard 53 SAINT MARTIN
Powerboats in Marigot · 12 guests

New Leopard 53 SAINT MARTIN

5.0
$450/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
Sail St Maarten on 42ft Gibsea SunDowner Crusing Monohull
Sailing in Simpson Bay · 10 guests

Sail St Maarten on 42ft Gibsea SunDowner Crusing Monohull

5.0
$1,200/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
Deep Sea Fishing (Half Day) in St Maarten onboard 38ft Power Cat
Fishing in Cole Bay · 8 guests

Deep Sea Fishing (Half Day) in St Maarten onboard 38ft Power Cat

5.0
$195/hour
Private Charters In Simpson Bay or Philipsburg
Sailing in Simpson Bay · 30 guests

Private Charters In Simpson Bay or Philipsburg

5.0
$3,300/day
Charter 47' Leopard Cruising Catamaran in Cupe Coy, Sint Maarten
Sailing in Lowlands · 8 guests

Charter 47' Leopard Cruising Catamaran in Cupe Coy, Sint Maarten

5.0
$1,000/day
Princess V53 Motor Yacht Available In Marigot, Saint-Martin
Events in Marigot · 10 guests

Princess V53 Motor Yacht Available In Marigot, Saint-Martin

5.0
$462/hour
VanDutch 55 Motor Yacht Charter St Martin | St Barths | Anguilla
Events in Marigot · 12 guests

VanDutch 55 Motor Yacht Charter St Martin | St Barths | Anguilla

5.0
$800/hour
 Authentic Caribbean Sailing Aboard a 43ft Grand Soleil
Sailing in Marigot · 6 guests

Authentic Caribbean Sailing Aboard a 43ft Grand Soleil

New
$124/hour
120' ISA Yacht, YCM120 | Luxury Yacht in BVI & USVI | Winter 2025
Events in Marigot · 13 guests

120' ISA Yacht, YCM120 | Luxury Yacht in BVI & USVI | Winter 2025

New
$2,200/hour
VanDutch 48 Motor Yacht Charter St Martin | Sint Maarten | Anguilla
Events in Lowlands · 12 guests

VanDutch 48 Motor Yacht Charter St Martin | Sint Maarten | Anguilla

New
$720/hour
Marlin 35 Speedboat Charter St. Martin | Anguilla | St. Barths
Powerboats in Simpson Bay · 8 guests

Marlin 35 Speedboat Charter St. Martin | Anguilla | St. Barths

New
$200/hour
All-inclusive Luxury Private Charter - Sailing Cat - St Martin/Anguilla/St Barts
Sailing in Marigot · 6 guests

All-inclusive Luxury Private Charter - Sailing Cat - St Martin/Anguilla/St Barts

New
$2,943/day
Charter the 40' Santino Center Console in Simpson Bay, Sint Maarten
Powerboats in Simpson Bay · 28 guests

Charter the 40' Santino Center Console in Simpson Bay, Sint Maarten

New
$1,200/day
Boat tour Sailboat 40 feet Saint Martin
Sailing in Marigot · 6 guests

Boat tour Sailboat 40 feet Saint Martin

New
$130/hour
Full day around St. Barth. Donzi 38
Powerboats in Cole Bay · 10 guests

Full day around St. Barth. Donzi 38

New
$2,077/day
Leopard 27m Power Mega Yacht Charter in Marigot
Powerboats in Marigot · 12 guests

Leopard 27m Power Mega Yacht Charter in Marigot

New
$1,293/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
$692+/hour
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
$735+/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
$649+/hour
Cigarette Huntress 42 St. Maarten | Anguilla | St. Barth
Powerboats in Simpson Bay · 16 guests

Cigarette Huntress 42 St. Maarten | Anguilla | St. Barth

New
$562/hour
Couach 21m Motor Yacht "NEREE" from Marigot, Saint-Martin
Events in Marigot · 12 guests

Couach 21m Motor Yacht "NEREE" from Marigot, Saint-Martin

New
$750/hour
Deep Sea Fishing in St Maarten (Full Day) aboard 38ft Power Cat
Fishing in Cole Bay · 8 guests

Deep Sea Fishing in St Maarten (Full Day) aboard 38ft Power Cat

New
$900/day

Simpson Bay Reviews

  1. SB

    Steven

    New Leopard 53 SAINT MARTIN

    If you happen to have the pleasure of traveling to Saint Maarten and you want an aquatic adventure that is top notch and destined to become the highlight of your trip, you need to book with this captain. He met us at the entrance and promptly chauffeured us to the stunning catarman yacht. The yacht was immaculate and had plenty of space for our party of four! They supplied delicious eats including a charcuterie board and fruit. We brought our own liquor but they had a fully stocked bar and chasers available. He accommodated our every request and ensured we had an amazing time. We made four stops along the gorgeous Saint Maarten coastline. It was a trip to remember!

  2. JK

    Jake

    Sunseeker 52 Motor Yacht Charter in Sint Maarten

    Michael was a pleasure to work with. He was communicative and answered all of our questions. He set us up with a wonderful captain and first mate, and they ensured that our boat day was truly special. Five star experience and highly recommend booking with them! Thanks again!

  3. MB

    Moshi

    VanDutch 55 Motor Yacht Charter St Martin | St Barths | Anguilla

    Thank you so much Joel! You were very accommodating and made our experience worth every penny!! The booking was very last minute but you made it possible! Your boat size was perfect to fit the amount of people we had comfortable. I recommend anyone in the St. Martin area to definitely booked this boat! Oh and the hospitality was immaculate.

  4. Andrew

    Andrew

    VanDutch 55 Motor Yacht Charter St Martin | St Barths | Anguilla

    This trip was more than we expected - the picture of the boat doesn't do it justice! The day trip was a fantastic mix of sites and scenery as well as experiences like cliff jumping, snorkeling, eating on a private island - all very amazing. Best day trip I've had in a long time.

  5. CT

    Cassie

    Sail St Maarten on 42ft Gibsea SunDowner Crusing Monohull

    We had a great experience with Garth and Byron! They shared lots of fun information about the island and we had a great day of snorkeling and sailing. Would definitely recommend for a group of 6-8 versus jumping on a big boat with lots of people.

  6. AS

    Aaron

    Charter 47' Leopard Cruising Catamaran in Cupe Coy, Sint Maarten

    Great time sailing with Robert in Sxm. Food and drinks were great. Only on the boat for two nights but got a lot done for the amount of time we had available.