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Simpson Bay, Sint Maarten Boat Rentals

Page 2 of 362 listings

Luxury Hanse 418 – Sail Saint Martin in Style - Available from December
Sailing in Marigot · 9 guests

Luxury Hanse 418 – Sail Saint Martin in Style - Available from December

New
$551/day
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
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
$825/day
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, Collectivity of Saint-Martin
Events in Marigot · 10 guests

Princess V53 Motor Yacht Available In Marigot, Collectivity of Saint-Martin

5.0
$4,097/day
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
Sailing Catamaran Amari - Overnight Charter All Inclusive Fully Crewed
Sailing in Simpson Bay · 6 guests

Sailing Catamaran Amari - Overnight Charter All Inclusive Fully Crewed

New
$3,360+/night
Boat tour Sailboat 40 feet Saint Martin
Sailing in Marigot · 6 guests

Boat tour Sailboat 40 feet Saint Martin

New
$140/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
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
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
Luxury 20m yacht for private rental in Saint Barthélemy
Events in Marigot · 30 guests

Luxury 20m yacht for private rental in Saint Barthélemy

New
$6,321/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
Luxury 20m Yacht for Private Charter Saint Martin
Events in Marigot · 30 guests

Luxury 20m Yacht for Private Charter Saint Martin

New
$4,799/day
Full day around St. Barth. Donzi 38
Powerboats in Cole Bay · 10 guests

Full day around St. Barth. Donzi 38

New
$2,107/day
Sailing in the Caribbean St. Martin
Sailing in Marigot · 10 guests

Sailing in the Caribbean St. Martin

New
$1,171/day
Leopard 27m Power Mega Yacht Charter in Marigot
Powerboats in Marigot · 12 guests

Leopard 27m Power Mega Yacht Charter in Marigot

New
$12,759/day
Couach 21m Motor Yacht "NEREE" from Marigot, Saint-Martin
Events in Marigot · 12 guests

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

New
$7,609/day
Sunseeker Predator 64 Saint Martin
Powerboats in Marigot · 12 guests

Sunseeker Predator 64 Saint Martin

New
$1,054/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
Ferry to St Barts Round Trip onboard 62' High Speed Wave Piercer in
Travel in Simpson Bay · 62 guests

Ferry to St Barts Round Trip onboard 62' High Speed Wave Piercer in

New
$100/day

Simpson Bay Reviews

  1. 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!

  2. 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.

  3. 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.

  4. 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.

  5. 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.

  6. AW

    Alexis

    Private Charters In Simpson Bay or Philipsburg

    Anna & Scott were amazing hosting my group! We had a good time & they were so patient with us being that we had a large group.