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All listings in Simpson Bay

Top rated cruising catamaran rentals in Simpson Bay, Sint Maarten.

Page 1 of 114 listings

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
$1,891/day
LEOPARD POWERCAT 51ft 2018 from Saint Martin, Marigot
Powerboats in Marigot · 12 guests

LEOPARD POWERCAT 51ft 2018 from Saint Martin, Marigot

5.0
$2,794/day
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
$2,395/day
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
$475/hour
The Best Day Sail in St. Maarten
Sailing in Simpson Bay · 30 guests

The Best Day Sail in St. Maarten

5.0
$129/day
LAGOON 51FT 2023 - SAILING CATAMARN - CHARTER FROM MARIGOT, SAINT MARTIN
Sailing in Marigot · 16 guests

LAGOON 51FT 2023 - SAILING CATAMARN - CHARTER FROM MARIGOT, SAINT MARTIN

New
$2,731/day
Mambo 40ft Sail Catamaran
Sailing in Simpson Bay · 20 guests

Mambo 40ft Sail Catamaran

5.0
$1,500/day
Cruising Catamaran Charter for Up to 65 People in St Maarten
Sailing in Simpson Bay · 65 guests

Cruising Catamaran Charter for Up to 65 People in St Maarten

5.0
$18,000/day
Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten
Sailing in Cole Bay · 12 guests

Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten

5.0
$1,500/day
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
$1,000/day
Private Charters In Simpson Bay or Philipsburg
Sailing in Simpson Bay · 30 guests

Private Charters In Simpson Bay or Philipsburg

5.0
$3,300/day
Sailing Catamaran Amari - Overnight Charter All Inclusive Fully Crewed
Sailing in Simpson Bay · 6 guests

Sailing Catamaran Amari - Overnight Charter All Inclusive Fully Crewed

New
$3,360+/night
LAGOON 46 - 2021 based in Saint Martin / Saint Barthélémy
Sailing in Marigot · 12 guests

LAGOON 46 - 2021 based in Saint Martin / Saint Barthélémy

New
$331/hour
Ready for your next sailing adventure?
Sailing in Marigot · 12 guests

Ready for your next sailing adventure?

New
$210/hour

Cruising Catamaran Reviews in Simpson Bay

  1. DC

    DeAvionne

    Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten

    Garth's boat was an amazing experience! My friends and I had such an enjoyable sail, thanks to Ross and Byron, who made us feel so welcome and comfortable. Their exceptional service ensured that our trip was tailored to the activities we wanted to do, and they truly went above and beyond. The boat was absolutely beautiful, and the captains felt like family by the end of the trip. We can’t wait to sail with them again whenever we’re back in SXM!

  2. SH

    Susan

    Cruising Catamaran Charter for Up to 65 People in St Maarten

    Thank you so much Cathy and team! We had an incredible time on the Tango and would 100% do it again! The crew was fun and professional and ensured we had a wonderful snorkel and sail. Thank you again!! Definitely would recommend them and would book again!

  3. khadijah

    khadijah

    Charter the Lagoon 450 Cruising Catamaran for Anguilla Tours with Friends

    Overall great experience. Communication could have been better but overall my crew had an amazing time. Drinks were good staff was friendly. They took us to Anguilla and we pretty much had a private beach and pool experience and amazing food. Best day of our trip.

  4. LG

    Lesli

    Charter the Lagoon 450 Cruising Catamaran for Anguilla Tours with Friends

    Ludo and Tom were great! Seas were a little rough but you could tell Ludo had experience with this as the way he navigated the boat minimized the rocking. Tom was a great host and always made sure we were taken care of! I would highly recommend this team!

  5. 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!

  6. 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!