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Little Bay, Sint Maarten Boat Rentals - 2023

24 listings
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
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
$188hour
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
$1,953day
Powerboat Charter in Cole Bay
Powerboats in Cole Bay · 10 guests

Powerboat Charter in Cole Bay

New
$200hour
Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten
Sailing in Simpson Bay · 16 guests

Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten

New
$1,500day
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
$1,150day
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
$2,160day
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
3 Hour Luxury Dinner Cruise in Sint Maarten
Tours in Cole Bay · 6 guests

3 Hour Luxury Dinner Cruise in Sint Maarten

New
$250person
St Maarten Boat Tour with Lunch, Drinks, & Snorkeling Gear
Tours in Cole Bay · 12 guests

St Maarten Boat Tour with Lunch, Drinks, & Snorkeling Gear

New
$175person
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
$1,194day
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
$1,519day
Full Day around Anguilla. Donzi 38
Powerboats in Simpson Bay · 10 guests

Full Day around Anguilla. Donzi 38

New
$1,736day
2hours SUNSET cruise St. Maarten/St. Martin
Powerboats in Simpson Bay · 10 guests

2hours SUNSET cruise St. Maarten/St. Martin

New
$271hour
Full Day from Anguilla around Anguilla Donzi 38
Powerboats in Simpson Bay · 10 guests

Full Day from Anguilla around Anguilla Donzi 38

New
$1,845day
Full day from Anguilla around St Barth.
Powerboats in Simpson Bay · 10 guests

Full day from Anguilla around St Barth.

New
$2,713day
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
$1,953day
2 Hours Terres Basses BOAT TOUR
Powerboats in Simpson Bay · 12 guests

2 Hours Terres Basses BOAT TOUR

New
$298hour

Little Bay Reviews

  1. 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.

  2. 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.

  3. 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.

  4. CT
    Cassie
    Sail St Maarten on 42ft Gibsea SunDowner Crusing Monohull

    We had a great experience with Garth and Byron! They shared lots of fun information about the island and we had a great day of snorkeling and sailing. Would definitely recommend for a group of 6-8 versus jumping on a big boat with lots of people.

  5. CD
    Cassie
    Discover St Maarten on this beautiful catamaran

    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!

  6. TW
    Tanner
    Charter Formula III Open 32 in Philipsburg, Sint Maarten

    Sam was an amazing captain! He took us to the places we asked to travel to. He was very experienced on the waves and a super nice guy! I would recommend booking with Sam. When we visit Sint Maarten again, we will definitely book with him again!