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$100-$300

Simpson Bay, Sint Maarten Boat Rentals

Page 1 of 118 listings

Spacious 55ft Motor Yacht perfect to discover Anguilla with your family
Events in Simpson Bay · 12 guests

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

5.0
$267hour
SCHAEFER V33 Luxury speedboat 34ft charter from Marigot
Powerboats in Marigot · 8 guests

SCHAEFER V33 Luxury speedboat 34ft charter from Marigot

5.0
$171hour
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
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
Luxury Catamaran Trips in St Maarten and Surrounding Islands
Sailing in Simpson Bay · 22 guests

Luxury Catamaran Trips in St Maarten and Surrounding Islands

5.0
$215person
Fishing Charter in Simpson Bay
Fishing in Simpson Bay · 6 guests

Fishing Charter in Simpson Bay

4.7
$163-$169hour
Boat tour Sailboat 40 feet Saint Martin
Sailing in Marigot · 6 guests

Boat tour Sailboat 40 feet Saint Martin

New
$165person
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
$132hour
Boat Charter in Sint Maarten
Powerboats in Lowlands · 12 guests

Boat Charter in Sint Maarten

5.0
$213hour
Powerboat Charter in Cole Bay
Powerboats in Cole Bay · 10 guests

Powerboat Charter in Cole Bay

New
$200hour
2 Hours Terres Basses BOAT TOUR
Powerboats in Simpson Bay · 12 guests

2 Hours Terres Basses BOAT TOUR

New
$294hour
The Best Day Sail in St. Maarten
Sailing in Simpson Bay · 30 guests

The Best Day Sail in St. Maarten

New
$129day
3 Hour Luxury Dinner Cruise in Sint Maarten
Tours in Cole Bay · 6 guests

3 Hour Luxury Dinner Cruise in Sint Maarten

New
$250person
2hours SUNSET cruise St. Maarten/St. Martin
Powerboats in Simpson Bay · 10 guests

2hours SUNSET cruise St. Maarten/St. Martin

New
$267hour
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
$100person
Charter our 34 ft Apache performance in Sint Maarten or Anguilla
Powerboats in Cole Bay · 12 guests

Charter our 34 ft Apache performance in Sint Maarten or Anguilla

New
$150hour
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
Enjoy Marigot, Saint Martin on Motor Yacht
Tours in Marigot · 8 guests

Enjoy Marigot, Saint Martin on Motor Yacht

New
$235person

Simpson Bay Reviews

  1. RM

    Rodasha

    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!

  2. Reynaldo

    Reynaldo

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

    We have a great experience, everything was as they described it.

  3. 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.

  4. 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.

  5. 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.

  6. AW

    Angela

    Luxury 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.