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Simpson Bay, Sint Maarten Boat Rentals - 2023

5.0(Average of 62 reviews in this area)
Page 1 of 2 (46 listings)
Charter Formula III Open 32 in Philipsburg, Sint Maarten
Powerboats in Cole Bay · 10 guests

Charter Formula III Open 32 in Philipsburg, Sint Maarten

5.0
$188hour
Sailing Catamaran Trips in St Maarten and surrounding islands.
Sailing in Simpson Bay · 25 guests

Sailing Catamaran Trips in St Maarten and surrounding islands.

5.0
$215person
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
$131hour
Deep Sea Fishing Charter in St. Maarten with Captain Rudy
Fishing in Simpson Bay · 6 guests

Deep Sea Fishing Charter in St. Maarten with Captain Rudy

New
$169hour
3 Hour Luxury Dinner Cruise in Sint Maarten
Tours in Cole Bay · 6 guests

3 Hour Luxury Dinner Cruise in Sint Maarten

New
$250person
Fishing Charter in Simpson Bay
Fishing in Simpson Bay · 6 guests

Fishing Charter in Simpson Bay

4.7
$163-169hour
Catamaran Day cruises to discover the islands of Saint Martin / Sint Maarten and Anguilla, located in Simpson Bay
Powerboats in Simpson Bay · 12 guests

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

5.0
$1,900day
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
$825day
Princess V53 Motor Yacht Available In Marigot, Collectivité de Saint-Martin
Events in Marigot · 10 guests

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

5.0
$3,300day
Boat Charter in Sint Maarten
Powerboats in Lowlands · 12 guests

Boat Charter in Sint Maarten

5.0
$213hour
Sunseeker 52 Motor Yacht Charter in Sint Maarten
Events in Lowlands · 10 guests

Sunseeker 52 Motor Yacht Charter in Sint Maarten

5.0
$2,800day
MoonDance 36' Catalina
Sailing in Simpson Bay · 6 guests

MoonDance 36' Catalina

4.7
$118hour
Lagoon 450 S Power Catamaran Luxury Day Charters with 4-Course Gourmet Lunch around Saint Martin / Sint Maarten and Anguilla, located in Simpson Bay
Simpson Bay · 12 guests

Lagoon 450 S Power Catamaran Luxury Day Charters with 4-Course Gourmet Lunch around Saint Martin / Sint Maarten and Anguilla, located in Simpson Bay

5.0
$1,900day
Mambo 40ft Sail Catamaran
Sailing in Simpson Bay · 20 guests

Mambo 40ft Sail Catamaran

5.0
$1,500day
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
$900day
Midnight Express 37' Open in St Martin
Powerboats in Collectivity of Saint Martin · 12 guests

Midnight Express 37' Open in St Martin

5.0
$1,300day
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
$800hour
De Antonio 35 boat charter in Sint Maarten
Powerboats in Lowlands · 12 guests

De Antonio 35 boat charter in Sint Maarten

New
$238hour
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
$1,000day
SCHAEFER V33 Luxury speedboat 34ft charter from Marigot
Powerboats in Marigot · 8 guests

SCHAEFER V33 Luxury speedboat 34ft charter from Marigot

New
$170hour
Scuba Diving in Sint Maarten
Tours in Simpson Bay · 12 guests

Scuba Diving in Sint Maarten

New
$113person
25% off Luxury Catamaran Day Charter (All-inclusive) in St. Maarten
Sailing in Cole Bay · 10 guests

25% off Luxury Catamaran Day Charter (All-inclusive) in St. Maarten

New
$1,800day
Beneteau 48 Motor Yacht Charter St Martin | St Barths | Anguilla
Events in Marigot · 10 guests

Beneteau 48 Motor Yacht Charter St Martin | St Barths | Anguilla

New
$550hour
St Maarten Boat Tour with Lunch, Drinks, & Snorkeling Gear
Tours in Cole Bay · 12 guests

St Maarten Boat Tour with Lunch, Drinks, & Snorkeling Gear

New
$175person

Simpson Bay Reviews

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

    Allison and Garrin were amazing. We couldn’t have asked for anything more on our sail today. I asked for a birthday celebration for my friend and that’s what we got. We were treated like royalty. We saw Sint Maarten in all its beauty from the water and celebrated with delicious food and even more amazing drinks. Allison and Capt Garrin went above and beyond today! 100% will book again when we come back to the island!

  2. 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.

  3. AW
    Angela
    Sailing Catamaran Trips in St Maarten and surrounding islands.

    Choose this boat!!! I booked an 8 hour PRIVATE charter to accommodate 18 people to celebrate my husband's 50th birthday. Upon booking, Captain Neal was immediately in contact and worked to meet all of my needs. A few things to note... * If you need transportation to the dock, the Captain can recommend * The catamaran is large, to board you'll arrive by a small shuttle boat * The boat is as pictured. There is a large upper deck, under shade, with lots of seating and a lounge pad that I did not see in the pictures when I booked. It was a welcomed surprise * The food was AMAZING!!!!!!! Literally everything prepared was delicious. No one asked for additional seasoning or condiments. Everyone had seconds. I belive we had Chef Andrew. One of the best meals of our trip. * Our mate was Anna. Excellent service. She kept a drink in everyone's hands at all times without having to be asked. Pro tip... bring tumblers for your drinks to avoid spills and melting ice. * Alcohol was premium, not rail * We were able to connect our devices to the speakers on the boat. Good sound system that you can hear all over the boat. Overall excellent charter. I highly recommend and would book again.

  4. FC
    Fallon
    Sailing Catamaran Trips in St Maarten and surrounding islands.

    I cannot say enough about our experience. When I say top notch service, captains, food and all the amenities…it was AMAZING! Book this boat if you are looking. Worth every penny. Unbelievable day on the water! This is the best way to see SM in just a day trip!

  5. 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.

  6. 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.