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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
$950day
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
$1,150day
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
$950day
Luxury Private Charter - 50ft Pirelli | St Martin - Anguilla - St Barths
Powerboats in Cole Bay · 12 guests

Luxury Private Charter - 50ft Pirelli | St Martin - Anguilla - St Barths

New
$2,500day
Luxury Private Charter - 50ft Pajot Catamaran| St Martin - Anguilla - St Barths
Powerboats in Cole Bay · 28 guests

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

New
$2,900day
Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten
Sailing in Cole Bay · 16 guests

Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten

New
$1,500day
Private Catamaran Cruise in the beautiful Caribbean
Sailing in Upper Prince's Quarter · 16 guests

Private Catamaran Cruise in the beautiful Caribbean

New
$2,000day
Discover St Maarten on this beautiful catamaran
Sailing in Upper Prince's Quarter · 15 guests

Discover St Maarten on this beautiful catamaran

5.0
$1,750day
Crewed sail catamaran for a comfortable and fun day at sea!
Sailing in Upper Prince's Quarter · 12 guests

Crewed sail catamaran for a comfortable and fun day at sea!

5.0
$1,500day
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

5.0
$150hour
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
$900day
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
$825day
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
$120-$150hour
Luxury Catamaran Charter around St Maarten, St Barth and Anguilla
Sailing in Upper Prince's Quarter · 14 guests

Luxury Catamaran Charter around St Maarten, St Barth and Anguilla

New
$2,200day
Full day around St. Barth. Donzi 38
Powerboats in Cole Bay · 10 guests

Full day around St. Barth. Donzi 38

New
$1,957day
Powerboat Charter in Cole Bay
Powerboats in Cole Bay · 10 guests

Powerboat Charter in Cole Bay

New
$200hour
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
$1,200day
MoonDance 36' Catalina
Sailing in Simpson Bay · 6 guests

MoonDance 36' Catalina

4.7
$1,000day
Immerse yourself in paradise on Earth!
Sailing in Simpson Bay · 8 guests

Immerse yourself in paradise on Earth!

New
$1,359day
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
$2,395day
Full Day around Anguilla. Donzi 38
Powerboats in Simpson Bay · 10 guests

Full Day around Anguilla. Donzi 38

New
$1,739day
HALF DAY around St Maarten/St Martin. DONZI 38
Powerboats in Simpson Bay · 10 guests

HALF DAY around St Maarten/St Martin. DONZI 38

New
$1,196day
Full day around St Maarten/St Martin with Donzi 38ZF
Powerboats in Simpson Bay · 10 guests

Full day around St Maarten/St Martin with Donzi 38ZF

New
$1,522day
2hours SUNSET cruise St. Maarten/St. Martin
Powerboats in Simpson Bay · 10 guests

2hours SUNSET cruise St. Maarten/St. Martin

New
$272hour

Little Bay Reviews

  1. Heidy

    Heidy

    Charter Formula III Open 32 in Philipsburg, Sint Maarten

    We had an amazing trip with Sam and Nick at first we only had 8 people and then more of our friends wanted to come so Sam got us another boat. We went to Anguilla took care our passports and he also made reservations for us on an island to have lunch ! I would definitely book Sam again !

  2. RB

    Ryan

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

    Really great experience. The captain is fantastic. Very knowledgeable about the area. My family and I had a great time! We will be back for sure.

  3. 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

  4. AH

    Amy

    Charter Formula III Open 32 in Philipsburg, Sint Maarten

    Our family of four, including two young children, had a perfect time on Sam’s boat. We met him at the morning before 9am and happily he was there early waiting for us. We went through the safety checks and waivers, used the bathroom and then took the boat out of Simpson bay onto a Anse Marcel. Sam offered us beer wine and sodas. There we swam on the beach and then took the boat over to Pinel Island for a bit and then back to Anse Marcel for lunch before heading back in around 1 PM. Sam was very polite, answered all of her questions and importantly his communication before the trip was superb. We will definitely call Sam again for island visits around Saint Martin.

  5. Jonathan

    Jonathan

    Charter Formula III Open 32 in Philipsburg, Sint Maarten

    We enlisted Sam on a private charter between St. Marteen and St. Kitts given the lack of flights and difficultly with COVID. Needless to say, Sam went out of his way to navigate the immigration needs on our behalf in addition to planning a full day charter experience with sight seeing, snorkeling and superb lunch selection. Highly recommend.

  6. Greg

    Greg

    Charter Formula III Open 32 in Philipsburg, Sint Maarten

    Sam and his brother were awesome. Sam communicated great before the trip and during the trip. He was patient and let us go at our own pace. We had rough sea conditions and high winds that were obviously out his control, but he was great!! He asked what we wanted to do. All of the stops were fun. Lunch on Pinel Island was fantastic. When we return we will definitely give Sam a call.