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All listings in Philipsburg

Great sailboat rentals near Philipsburg, Sint Maarten.

Page 1 of 15 listings

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
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
$190/hour
Private Catamaran Charter - Knot at Work - Discover the beautiful St Maarten
Sailing in Upper Prince's Quarter · 12 guests

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

New
$350/hour
Luxury Private Charter - Don't Worry 45ft - Around St Maarten and Anguilla
Sailing in Upper Prince's Quarter · 16 guests

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

New
$2,200/day

Sailing Reviews in Philipsburg

  1. 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!

  2. 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!

  3. CD

    Cassie

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

    Excellent crew! Beautiful boat! Loved the shade as well as the bean bags on the bow of the boat making the most comfortable way to spend the day! Great way to see the island! Super convenient location to the cruise port as well for boarding!

  4. 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

  5. Jennifer

    Jennifer

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

    One of the best experiences of a lifetime! The captain and staff are always smiling, ensuring breathtaking views on the island and make amazing meals on board. Do it! You will not be disappointed

  6. KW

    Kayla

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

    Highly recommend for anyone looking for luxury boat experience. Food was amazing and host as well .