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All listings in Sint Maarten

Incredible sailboat rentals in Sint Maarten, Sint Maarten.

Page 1 of 118 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
$2,098/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
Private Catamaran Charter - Be Happy 40ft - Discover the beautiful St Maarten
Sailing in Upper Prince's Quarter · 12 guests

Private Catamaran Charter - Be Happy 40ft - Discover the beautiful St Maarten

5.0
$1,750/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
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
$2,319+/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
$418/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
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
$1,200/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
Luxury Private Charter - Don't Worry 45ft - Around St Maarten or Anguilla
Sailing in Upper Prince's Quarter · 16 guests

Luxury Private Charter - Don't Worry 45ft - Around St Maarten or Anguilla

New
$2,200/day
38' Beneteau Sailing/Diving The Carribbean Sea
Sailing in Marigot · 12 guests

38' Beneteau Sailing/Diving The Carribbean Sea

New
$641/day
Private Catamaran Charter - Knot at Work 40 - Discover the beautiful St Maarten
Sailing in Upper Prince's Quarter · 12 guests

Private Catamaran Charter - Knot at Work 40 - Discover the beautiful St Maarten

New
$350/hour
Luxury Private Charter - Mojito 44ft Catamaran - St Maarten or Anguilla
Sailing in Upper Prince's Quarter · 16 guests

Luxury Private Charter - Mojito 44ft Catamaran - St Maarten or Anguilla

New
$2,000/day
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
$2,423/day

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Sailing Reviews in Sint Maarten

  1. SJ

    Stephanie

    Private Catamaran Charter - Be Happy 40ft - Discover the beautiful St Maarten

    Great day with 10 ladies for my 40th bday! We had a whole day planned out and ended up enjoying the first stop so much we stayed there the entire time. Tom and Aga were fantastic! Aga's margaritas and snacks were very much appreciated by everyone.

  2. 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!

  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

    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!