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Little Bay, Sint Maarten Boat Rentals

Page 1 of 124 listings

Luxury Private Charters Sint Maarten | St Martin - Anguilla - St Barths
Powerboats in Cole Bay · 12 guests

Luxury Private Charters Sint Maarten | St Martin - Anguilla - St Barths

New
$950/day
Luxury Private Charters Sint Maarten | St Martin - Anguilla - St Barths
Powerboats in Cole Bay · 12 guests

Luxury Private Charters Sint Maarten | St Martin - Anguilla - St Barths

New
$1,150/day
Luxury Private Charters Sint Maarten | St Martin - Anguilla - St Barths
Powerboats in Cole Bay · 12 guests

Luxury Private Charters Sint Maarten | St Martin - Anguilla - St Barths

5.0
$950/day
Luxury Private Charter - 50ft Pajot Catamaran | St Martin - Anguilla
Powerboats in Cole Bay · 28 guests

Luxury Private Charter - 50ft Pajot Catamaran | St Martin - Anguilla

5.0
$2,900/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
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
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
Charter our 34 ft Apache performance in Sint Maarten or Anguilla
Powerboats in Cole Bay · 10 guests

Charter our 34 ft Apache performance in Sint Maarten or Anguilla

4.9
$150/hour
Deep Sea Fishing (Half Day) in St Maarten onboard 38ft Power Cat
Fishing in Cole Bay · 8 guests

Deep Sea Fishing (Half Day) in St Maarten onboard 38ft Power Cat

5.0
$825/day
Boat charter service based in St Maarten/St Martin/Anguilla/St Barts
Powerboats in Cole Bay · 10 guests

Boat charter service based in St Maarten/St Martin/Anguilla/St Barts

5.0
$165/hour
Deep Sea Fishing in St Maarten (Full Day) aboard 38ft Power Cat
Fishing in Cole Bay · 8 guests

Deep Sea Fishing in St Maarten (Full Day) aboard 38ft Power Cat

New
$900/day
Charter Formula III Open 32 in Philipsburg, Sint Maarten
Powerboats in Cole Bay · 10 guests

Charter Formula III Open 32 in Philipsburg, Sint Maarten

5.0
$135+/hour
38ft Boston Whaler with Captain for ultimate adventure in Sint Maarten
Events in Cole Bay · 12 guests

38ft Boston Whaler with Captain for ultimate adventure in Sint Maarten

New
$269+/hour
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
Full day around St. Barth. Donzi 38
Powerboats in Cole Bay · 10 guests

Full day around St. Barth. Donzi 38

New
$2,107/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
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 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
2 Hours Terres Basses BOAT TOUR
Powerboats in Simpson Bay · 12 guests

2 Hours Terres Basses BOAT TOUR

New
$322/hour
2hours SUNSET cruise St. Maarten/St. Martin
Powerboats in Simpson Bay · 10 guests

2hours SUNSET cruise St. Maarten/St. Martin

New
$293/hour
Full day from Anguilla around St Barth.
Powerboats in Simpson Bay · 10 guests

Full day from Anguilla around St Barth.

New
$2,927/day
Full Day from Anguilla around St. Maarten/St. Martin
Powerboats in Simpson Bay · 10 guests

Full Day from Anguilla around St. Maarten/St. Martin

New
$2,107/day
Full Day from Anguilla around Anguilla Donzi 38
Powerboats in Simpson Bay · 10 guests

Full Day from Anguilla around Anguilla Donzi 38

New
$1,990/day
Full Day around Anguilla. Donzi 38
Powerboats in Simpson Bay · 10 guests

Full Day around Anguilla. Donzi 38

New
$1,873/day

Little Bay Reviews

  1. JR

    Jessica

    Luxury Private Charter - 50ft Pajot Catamaran | St Martin - Anguilla

    Jonathan and the entire crew were extraordinary. They went above and beyond in every aspect of our trip. From basic amenities like towels, snorkeling gear, food, and beverages; to their great attitudes and personalities, we couldn’t be happier. There were even some personal touches and surprises that made our already wonderful day extra special. They had a tough job with our large group and wide array of ages, and everyone said it was one of the best days they’ve ever had.

  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. NJ

    Nautica

    Charter our 34 ft Apache performance in Sint Maarten or Anguilla

    Nick was very responsive and made it easy for us to book our trip. Our captain Tony was very knowledgable about the French and Dutch sides of the island and took us to several different locations that we really enjoyed. The boat was also in great condition and looked great in our photographs. We highly recommend booking with Nick. It was a great experience.

  4. CR

    Catherine

    Charter our 34 ft Apache performance in Sint Maarten or Anguilla

    This was the highlight of our trip. We got to see places off the beaten path and also experienced spots we didn’t know existed. Captain gave us a wonderful tour of the island and great detail of its history. Totally professional, the boat was very comfortable with a sun canopy and plenty of drinks offered. We will be back!

  5. JK

    John

    Charter our 34 ft Apache performance in Sint Maarten or Anguilla

    Nick, and his Captain Tony, provided our group of ten adults a great day on the water. Taking us to a number of stops around Anguilla. He provided some interesting information about the area we were in. He even extended our day by an hour to help us avoid the crazy St Martin afternoon traffic!

  6. JW

    Jennifer

    Charter our 34 ft Apache performance in Sint Maarten or Anguilla

    We couldn’t have asked for a better day with Nick! From explaining to our taxi driver how to get to the dock to a sparklingly clean boat and stocked cooler, it was a perfect day on the water. Nick took us to all the beautiful beaches along the island and always asked us what we wanted to do (sightsee, snorkel, swim, etc) to make sure we were enjoying. We also hadn’t brought food with us, and he recommended a beach bar he could call ahead for pickup so we wouldn’t lose any boat time which was perfect. He also was available beforehand on WhatsApp to make sure we knew where we were going and to confirm the pickup time and place before we headed over. Would definitely recommend to anyone visiting wanting to see more from the water.