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Simpson Bay, Sint Maarten Boat Rentals

4.9

(73 Reviews)

All Simpson Bay Listings

Page 1 of 3 • 54 listings

Events in Simpson Bay · 12 guests

Spacious 55ft Motor Yacht perfect to discover Anguilla with your family

5.0

$266hour

Events in Marigot · 12 guests

Luxurious 55ft private American Trawler around St Martin, Anguilla, Pinel

4.0

$1,596day

Powerboats in Marigot · 8 guests

SCHAEFER V33 Luxury speedboat 34ft charter from Marigot

5.0

$170hour

Sailing in Simpson Bay · 20 guests

Charter the Lagoon 450 Cruising Catamaran for Anguilla Tours with Friends

5.0

Best of 2023

$1,916day

Fishing in Simpson Bay · 6 guests

Deep Sea Fishing Charter in St. Maarten with Captain Rudy

New

$169hour

Powerboats in Cole Bay · 10 guests

Charter Formula III Open 32 in Philipsburg, Sint Maarten

5.0

$188hour

Sailing in Simpson Bay · 22 guests

Luxury Catamaran Trips in St Maarten and Surrounding Islands

5.0

$215person

Sailing in Cole Bay · 10 guests

Private Luxury Catamaran Day Charter (All-inclusive) in St. Maarten

5.0

$2,395day

Powerboats in Marigot · 12 guests

LEOPARD POWERCAT 51ft 2018 from Marigot

New

$404-$479hour

Fishing in Simpson Bay · 6 guests

Fishing Charter in Simpson Bay

4.7

$163-$169hour

Sailing in Marigot · 6 guests

Boat tour Sailboat 40 feet Saint Martin

New

$165person

Powerboats in Simpson Bay · 12 guests

Luxury Catamaran Day cruises with 4-Course Gourmet Lunch

5.0

$360hour

Events in Simpson Bay · 12 guests

Lagoon 450 S Power Catamaran Luxury Day Charters with 4-Course Gourmet Lunch

5.0

$2,280day

Powerboats in Lowlands · 12 guests

Boat Charter in Sint Maarten

5.0

$213hour

Sailing in Simpson Bay · 10 guests

Sail St Maarten on 42ft Gibsea SunDowner Crusing Monohull

5.0

$132hour

Sailing in Cole Bay · 16 guests

Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten

New

$1,500day

Events in Lowlands · 10 guests

Sunseeker 52 Motor Yacht Charter in Sint Maarten

5.0

$2,800day

Sailing in Simpson Bay · 20 guests

Mambo 40ft Sail Catamaran

5.0

$1,500day

Fishing in Cole Bay · 8 guests

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

5.0

$825day

Events in Lowlands · 12 guests

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

New

$720hour

Events in Marigot · 10 guests

Princess V53 Motor Yacht Available In Marigot, Collectivité de Saint-Martin

5.0

Snoozed - Active 02 Jan 2025

Sailing in Simpson Bay · 30 guests

Private Charters In Simpson Bay or Philipsburg

5.0

$3,300day

Sailing in Marigot · 12 guests

LAGOON 51FT 2023 - SAILING CATAMARN - CHARTER FROM MARIGOT

New

$484-$799hour

Sailing in Simpson Bay · 6 guests

MoonDance 36' Catalina

4.7

$1,000day

Top Destinations Nearby

Simpson Bay Reviews

RM
Rodasha
April, 2024
Spacious 55ft Motor Yacht perfect to discover Anguilla with your family
Jordan and Chloe were the perfect hosts! The boat was beautiful! They took us to multiple picturesque sites. Lunch was delicious and the drinks were flowing. Overall, a great experience!
Reynaldo
April, 2024
Spacious 55ft Motor Yacht perfect to discover Anguilla with your family
We have a great experience, everything was as they described it.
Mark
January, 2024
Charter the Lagoon 450 Cruising Catamaran for Anguilla Tours with Friends
Communication could have been a little better with the captain before our trip but once on board David and Stephanie were awesome. Definetly 5 star service. The snacks and wide variety of alcohol and soft drink choices were excellent. Would book again for sure!
AH
Amy
April, 2022
Charter Formula III Open 32 in Philipsburg, Sint Maarten
Our family of four, including two young children, had a perfect time on Sam’s boat. We met him at the morning before 9am and happily he was there early waiting for us. We went through the safety checks and waivers, used the bathroom and then took the boat out of Simpson bay onto a Anse Marcel. Sam offered us beer wine and sodas. There we swam on the beach and then took the boat over to Pinel Island for a bit and then back to Anse Marcel for lunch before heading back in around 1 PM. Sam was very polite, answered all of her questions and importantly his communication before the trip was superb. We will definitely call Sam again for island visits around Saint Martin.
Jonathan
November, 2021
Charter Formula III Open 32 in Philipsburg, Sint Maarten
We enlisted Sam on a private charter between St. Marteen and St. Kitts given the lack of flights and difficultly with COVID. Needless to say, Sam went out of his way to navigate the immigration needs on our behalf in addition to planning a full day charter experience with sight seeing, snorkeling and superb lunch selection. Highly recommend.
Greg
January, 2021
Charter Formula III Open 32 in Philipsburg, Sint Maarten
Sam and his brother were awesome. Sam communicated great before the trip and during the trip. He was patient and let us go at our own pace. We had rough sea conditions and high winds that were obviously out his control, but he was great!! He asked what we wanted to do. All of the stops were fun. Lunch on Pinel Island was fantastic. When we return we will definitely give Sam a call.