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Find the best boat rentals near Simpson Bay, Sint Maarten.

5.0(Average of 50 reviews in this area)•
Get set to boat with the GetMyBoat Guide to Simpson Bay
1 - 24 of 53 listings
Powerboat Charter in Cole BayPowerboats in Cole Bay10 guests

Powerboat Charter in Cole Bay

New
Superowner
$200hour
Awesome Speedboat Excursion and Beach Tour in Simpson Bay, Sint MaartenTours in Simpson Bay8 guests

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

New
Superowner
$79person
Charter Formula III Open 32 in Philipsburg, Sint MaartenPowerboats in Cole Bay10 guests

Charter Formula III Open 32 in Philipsburg, Sint Maarten

5.0
Best of 2021
$150hour
Sailing Catamaran Trips in St Maarten and surrounding islands.Sailing in Simpson Bay25 guests

Sailing Catamaran Trips in St Maarten and surrounding islands.

5.0
$215person
Instant Book
Catamaran Day cruises to discover the islands of Saint Martin / Sint Maarten and Anguilla, located in Simpson BayPowerboats in Simpson Bay12 guests

Catamaran Day cruises to discover the islands of Saint Martin / Sint Maarten and Anguilla, located in Simpson Bay

5.0
$1,900day
Robertson & Caine 39' Sailing Catamaran! One day Sailing to TintamarreSailing in Marigot8 guests

Robertson & Caine 39' Sailing Catamaran! One day Sailing to Tintamarre

5.0
$727day
Lagoon 450 S Power Catamaran Day Charters to discover the islands of Saint Martin / Sint Maarten and Anguilla, located in Simpson BayPowerboats in Simpson Bay12 guests

Lagoon 450 S Power Catamaran Day Charters to discover the islands of Saint Martin / Sint Maarten and Anguilla, located in Simpson Bay

New
$1,900day
VanDutch 55 MotorYacht Charter St Martin | St Barths | AnguillaEvents in Lowlands12 guests

VanDutch 55 MotorYacht Charter St Martin | St Barths | Anguilla

5.0
$800hour
Boat Charter in Sint MaartenPowerboats in Lowlands12 guests

Boat Charter in Sint Maarten

5.0
$1,300day
Sunseeker 52 Motor Yacht Charter in Sint MaartenEvents in Lowlands12 guests

Sunseeker 52 Motor Yacht Charter in Sint Maarten

5.0
$2,800day
Fishing Charter in Simpson BayFishing in Lowlands6 guests

Fishing Charter in Simpson Bay

4.7
$150hour
MoonDance 36' CatalinaSailing in Cole Bay6 guests

MoonDance 36' Catalina

5.0
$750day
Incredible Fairline 65' Luxury Yacht for Charter in Sint MaartenEvents in Lowlands12 guests

Incredible Fairline 65' Luxury Yacht for Charter in Sint Maarten

New
$6,000day
Sail St Maarten on 42ft Gibsea SunDowner Crusing MonohullSailing in Cole Bay10 guests

Sail St Maarten on 42ft Gibsea SunDowner Crusing Monohull

5.0
$850day
Apache 35ft Center Console Charter Sint Maarten | AnguillaPowerboats in Simpson Bay11 guests

Apache 35ft Center Console Charter Sint Maarten | Anguilla

New
$225hour
DONZI ZF 38' Open | St Martin boat charter |Powerboats in Sandy Ground12 guests

DONZI ZF 38' Open | St Martin boat charter |

New
$180hour
Rent SeaGlass a 28' Mako Private Boat to Explore the Beautiful St Maarten!Powerboats in Cole Bay8 guests

Rent SeaGlass a 28' Mako Private Boat to Explore the Beautiful St Maarten!

New
$850day
Deep Sea Fishing Charter in St. Maarten with Captain RudyFishing in Simpson Bay6 guests

Deep Sea Fishing Charter in St. Maarten with Captain Rudy

New
$1,100day
Charter 47' Leopard Cruising Catamaran in Cupe Coy, Sint MaartenSailing in Lowlands8 guests

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

5.0
$7,000week
Deep Sea Fishing (Half Day) in St Maarten onboard 38ft Power CatFishing in Cole Bay8 guests

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

New
$750day
Deep Sea Fishing in St Maarten (Full Day) aboard 38ft Power CatFishing in Cole Bay8 guests

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

New
$900day
Paradise Day SailSailing in Simpson Bay30 guests

Paradise Day Sail

New
$129day
Private Charters In Simpson BaySailing in Simpson Bay30 guests

Private Charters In Simpson Bay

New
$3,300day
Beneteau 47' sailboat based in Marigot Bay, Saint MartinSailing in Marigot6 guests

Beneteau 47' sailboat based in Marigot Bay, Saint Martin

New
$600day

Simpson Bay Reviews

  1. 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.

  2. MV
    Michael
    Charter Formula III Open 32 in Philipsburg, Sint Maarten

    Sam is very friendly, a great skipper and made sure we experienced everything we ask for. Snorkeling off Creole Rock, swam with the turtles and cruised through the many harbors on the French side. Highly recommend chartering with Sam.

  3. SS
    Shalonda
    Sailing Catamaran Trips in St Maarten and surrounding islands.

    Capt. Neil and his crew made my 35th Birthday yacht ride one to remember. We were able to play our music, take plenty of pictures and videos, get in the water and relax. Lunch was AMAZING😋. Everything was so good. I could not have asked for a better experience🧡🧡🧡🧡

  4. AH
    Amy
    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.

  5. Jonathan
    Jonathan
    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.

  6. Greg
    Greg
    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.

Boating Guide - Simpson Bay

Find top rated boat rentals in Simpson Bay, Sint Maarten.

Simpson Bay, Sint Maarten is a great place to rent a boat. You can rent or charter a small motorboat, sailboat, houseboat, or even a yacht. Take in the beautiful scenery and spend quality time with your friends and family while having the perfect day on the water. From birthday celebrations and bachelor or bachelorette parties to family vacations, Simpson Bay, Sint Maarten is the perfect boat rental destination.

Using GetMyBoat to rent your next boat.

Experiencing the water has never been easier thanks to GetMyBoat. GetMyBoat allows you to quickly search, compare prices, submit rental inquiries, and pay for your rental or charter from the convenience of your phone or computer. We offer a secure platform for renters to facilitate a seamless rental transaction. For boat owners, we connect millions of renters to their boat and provide the security and safe checks on each rental transaction.

Search for the perfect experience now and book your dream day out on the water.

GetMyBoat has 53 listings for boating experiences in Simpson Bay with 50 reviews.

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