Cookies!

We use cookies to improve your browsing experience. By continuing to browse or closing this banner, you agree to our use of cookies. Find out more about our cookies policy here.

All listings in Simpson Bay

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

Page 1 of 110 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
$2,073/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
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
$190/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
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
$1,800/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
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
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

Cruising Catamaran Reviews in Simpson Bay

  1. Sundeep

    Sundeep

    Luxury Catamaran Trips in St Maarten and Surrounding Islands

    Simply incredible! Captain Neil and his crew provided an outstanding experience for our buddy's 40th birthday celebration (16 of us!). The service was impeccable – drinks were always topped up, and we felt incredibly well taken care of. The boat itself is super comfortable and spacious. We were greeted with an endless array of freshly baked croissants and bakery items, and lunch was hands down the best meal we had on the water, all prepared right on board by the chef. This is definitely one of my favorite charters and an unforgettable day. Thank you Capt Neil and crew.

  2. JR

    Jordan

    Cruising Catamaran Charter for Up to 65 People in St Maarten

    Absolutely wonderful time. The crew were so very attentive and made for a special experience with our group. Only wish we had more time. Thanks guys!

  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!