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All listings in Simpson Bay

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

Page 1 of 115 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
$2,111/day
Luxury Private Catamaran Charter – All-Inclusive from St. Maarten
Sailing in Cole Bay · 16 guests

Luxury Private Catamaran Charter – All-Inclusive from St. Maarten

5.0
$2,095/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
All-inclusive Luxury Private Charter - Power Cat - St Martin/Anguilla/St Barths
Powerboats in Simpson Bay · 12 guests

All-inclusive Luxury Private Charter - Power Cat - St Martin/Anguilla/St Barths

5.0
$2,334+/day
The Best Day Sail in St. Maarten
Sailing in Simpson Bay · 30 guests

The Best Day Sail in St. Maarten

5.0
$129/day
All-inclusive Luxury Shared Charter - Power Cat - St Martin
Powerboats in Simpson Bay · 10 guests

All-inclusive Luxury Shared Charter - Power Cat - St Martin

New
$421/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
All-inclusive Luxury Private Charter - Sailing Cat - St Martin/Anguilla/St Barts
Sailing in Marigot · 6 guests

All-inclusive Luxury Private Charter - Sailing Cat - St Martin/Anguilla/St Barts

New
$2,991/day
LAGOON 51 SAILING CATAMARAN - 2023 - 16 GUESTS
Sailing in Marigot · 16 guests

LAGOON 51 SAILING CATAMARAN - 2023 - 16 GUESTS

New
$352/hour
Book your dream vacation on the Lagoon 51 Athena Blu
Sailing in Simpson Bay · 10 guests

Book your dream vacation on the Lagoon 51 Athena Blu

New
$2,437/day
28 GUESTS - OCEAN VOYAGER 53 CRUISING CATAMARAN IN SAINT MARTIN
Events in Marigot · 28 guests

28 GUESTS - OCEAN VOYAGER 53 CRUISING CATAMARAN IN SAINT MARTIN

New
$399/hour

Cruising Catamaran Reviews in Simpson Bay

  1. CM

    Cory

    Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten

    Book Garth now. This was such a great trip. The boat and stops are great. We had a blast!

  2. 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.

  3. 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!

  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. JF

    Joanna

    Luxury Private Catamaran Charter – All-Inclusive from 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!

  6. 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.