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All listings in Simpson Bay

Search yacht rentals in Simpson Bay, Sint Maarten.

Page 1 of 229 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
$271hour
Charter the Lagoon 450 Cruising Catamaran for Anguilla Tours with Friends
Sailing in Simpson Bay · 20 guests

Charter the Lagoon 450 Cruising Catamaran for Anguilla Tours with Friends

5.0
Best of 2023
$1,954day
Luxurious 55ft  private American Trawler around St Martin, Anguilla, Pinel
Events in Marigot · 12 guests

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

4.0
$1,628day
Private Luxury Catamaran Day Charter (All-inclusive) in St. Maarten
Sailing in Cole Bay · 10 guests

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

5.0
$2,395day
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
$230person
Fishing Charter in Simpson Bay
Fishing in Simpson Bay · 6 guests

Fishing Charter in Simpson Bay

4.7
$163-$169hour
Luxury Catamaran Day cruises with 4-Course Gourmet Lunch
Powerboats in Simpson Bay · 12 guests

Luxury Catamaran Day cruises with 4-Course Gourmet Lunch

5.0
$360hour
Lagoon 450 S Power Catamaran Luxury Day Charters with 4-Course Gourmet Lunch
Events in Simpson Bay · 12 guests

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

5.0
$2,280day
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
$1,500day
LEOPARD POWERCAT 51ft 2018 from Marigot
Powerboats in Marigot · 12 guests

LEOPARD POWERCAT 51ft 2018 from Marigot

New
$413-$488hour
Mambo 40ft Sail Catamaran
Sailing in Simpson Bay · 20 guests

Mambo 40ft Sail Catamaran

5.0
$1,500day
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
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
Private Charters In Simpson Bay or Philipsburg
Sailing in Simpson Bay · 30 guests

Private Charters In Simpson Bay or Philipsburg

5.0
$3,300day
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
$3,365day
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
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
$720hour
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
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
LAGOON 51FT 2023 - SAILING CATAMARN - CHARTER FROM MARIGOT
Sailing in Marigot · 12 guests

LAGOON 51FT 2023 - SAILING CATAMARN - CHARTER FROM MARIGOT

New
$494-$815hour
ORA Power Catamaran Leopard 53PC from Saint Martin
Events in Marigot · 13 guests

ORA Power Catamaran Leopard 53PC from Saint Martin

New
$488-$543hour
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
The Best Day Sail in St. Maarten
Sailing in Simpson Bay · 30 guests

The Best Day Sail in St. Maarten

New
$129day
Opera Yacht 60' boat charter in St Martin
Powerboats in Marigot · 30 guests

Opera Yacht 60' boat charter in St Martin

New
$5,000day

Motor Yacht Reviews in Simpson Bay

  1. DS

    Dana

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

    I celebrated my 36th birthday with 7 of my close friends and family. This experience was a real treat! We had an unforgettable trip to Anguilla filled with great vibes, great food, unlimited drinks, paddle boarding, snorkeling, and more. 11/10

  2. JF

    Joanna

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

    We had an amazing time! The catamaran is clean, spacious and beautiful. The captain and Diane were the best and took very good care of us! The drink options available were good!! The light breakfast and lunch served were fresh and delicious! I highly recommend them, don't hesitate to book!

  3. 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!

  4. Mark

    Mark

    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!

  5. 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.

  6. FC

    Fallon

    Luxury 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!