We use cookies to improve your browsing experience.

And dolphins make us happy. Find out more about our cookies policy here.

Simpson Bay, Sint Maarten Boat Rentals

Page 2 of 360 listings

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
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
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
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
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
Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten
Sailing in Cole Bay · 16 guests

Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten

New
$1,500/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
LAGOON 51FT 2023 - SAILING CATAMARN - CHARTER FROM MARIGOT, SAINT MARTIN
Sailing in Marigot · 16 guests

LAGOON 51FT 2023 - SAILING CATAMARN - CHARTER FROM MARIGOT, SAINT MARTIN

New
$2,830/day
ORA Power Catamaran Leopard 53PC from Saint Martin, Marigot
Events in Marigot · 13 guests

ORA Power Catamaran Leopard 53PC from Saint Martin, Marigot

New
$3,123/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
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
Incredible 20m Private Charter Yacht St Martin-St Barthélemy-Anguilla
Events in Marigot · 30 guests

Incredible 20m Private Charter Yacht St Martin-St Barthélemy-Anguilla

New
$735+/hour
Awesome Speedboat Excursion and Beach Tour in Simpson Bay, Sint Maarten
Tours in Simpson Bay · 8 guests

Awesome Speedboat Excursion and Beach Tour in Simpson Bay, Sint Maarten

New
$79/person
Charter the 40' Santino Center Console in Simpson Bay, Sint Maarten
Powerboats in Simpson Bay · 12 guests

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

New
$1,200/day
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
Powerboat Charter in Cole Bay
Powerboats in Cole Bay · 10 guests

Powerboat Charter in Cole Bay

New
$200/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
$7,074/day
Leopard 27m Power Mega Yacht Charter in Marigot
Powerboats in Marigot · 12 guests

Leopard 27m Power Mega Yacht Charter in Marigot

New
$11,863/day
Full day around St. Barth. Donzi 38
Powerboats in Cole Bay · 10 guests

Full day around St. Barth. Donzi 38

New
$1,959/day
Immerse yourself in paradise on Earth!
Sailing in Simpson Bay · 8 guests

Immerse yourself in paradise on Earth!

New
$1,360/day
2hours SUNSET cruise St. Maarten/St. Martin
Powerboats in Simpson Bay · 10 guests

2hours SUNSET cruise St. Maarten/St. Martin

New
$272/hour
LAGOON 46 - 2021 based in Saint Martin / Saint Barthélémy
Sailing in Marigot · 12 guests

LAGOON 46 - 2021 based in Saint Martin / Saint Barthélémy

New
$343/hour
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
Full Day around Anguilla. Donzi 38
Powerboats in Simpson Bay · 10 guests

Full Day around Anguilla. Donzi 38

New
$1,741/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.