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    Simpson Bay, Sint Maarten Boat Rentals

    5.0
    (169 Reviews)

    Page 2 of 3 • 58 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    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
    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
    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
    $195/hour
    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
    Princess V53 Motor Yacht Available In Marigot, Saint-Martin
    Events in Marigot · 10 guests

    Princess V53 Motor Yacht Available In Marigot, Saint-Martin

    5.0
    $465/hour
    38' Beneteau Sailing/Diving The Carribbean Sea
    Sailing in Marigot · 12 guests

    38' Beneteau Sailing/Diving The Carribbean Sea

    New
    $639/day
    120' ISA Yacht, YCM120 | Luxury Yacht in BVI & USVI | Winter 2025
    Events in Marigot · 13 guests

    120' ISA Yacht, YCM120 | Luxury Yacht in BVI & USVI | Winter 2025

    New
    $2,200/hour
    All-inclusive Luxury Private Charter - Sailing Cat - St Martin/Anguilla/St Barts
    Sailing in Marigot · 6 guests

    All-inclusive Luxury Private Charter - Sailing Cat - St Martin/Anguilla/St Barts

    New
    $2,962/day
    Marlin 35 Speedboat Charter St. Martin | Anguilla | St. Barths
    Powerboats in Simpson Bay · 8 guests

    Marlin 35 Speedboat Charter St. Martin | Anguilla | St. Barths

    New
    $200/hour
    Charter the 40' Santino Center Console in Simpson Bay, Sint Maarten
    Powerboats in Simpson Bay · 28 guests

    Charter the 40' Santino Center Console in Simpson Bay, Sint Maarten

    New
    $1,200/day
    Full day around St. Barth. Donzi 38
    Powerboats in Cole Bay · 10 guests

    Full day around St. Barth. Donzi 38

    New
    $2,091/day
    Leopard 27m Power Mega Yacht Charter in Marigot
    Powerboats in Marigot · 12 guests

    Leopard 27m Power Mega Yacht Charter in Marigot

    New
    $1,301/hour
    Cigarette Huntress 42 St. Maarten | Anguilla | St. Barth
    Powerboats in Simpson Bay · 16 guests

    Cigarette Huntress 42 St. Maarten | Anguilla | St. Barth

    New
    $562/hour
    Couach 21m Motor Yacht "NEREE" from Marigot, Saint-Martin
    Events in Marigot · 12 guests

    Couach 21m Motor Yacht "NEREE" from Marigot, Saint-Martin

    New
    $755/hour
    Sailing in the Caribbean St. Martin
    Sailing in Marigot · 10 guests

    Sailing in the Caribbean St. Martin

    New
    $1,162/day
    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
    Motor Yacht 66ft Sunseeker Predator 64 from St Martin
    Powerboats in Marigot · 12 guests

    Motor Yacht 66ft Sunseeker Predator 64 from St Martin

    New
    $569/hour
    Ferry to St Barts Round Trip onboard 62' High Speed Wave Piercer in
    Travel in Simpson Bay · 62 guests

    Ferry to St Barts Round Trip onboard 62' High Speed Wave Piercer in

    New
    $100/day
    LAGOON 51 SAILING CATAMARAN - 2023 - 16 GUESTS
    Sailing in Marigot · 16 guests

    LAGOON 51 SAILING CATAMARAN - 2023 - 16 GUESTS

    New
    $348/hour
    2hours SUNSET cruise St. Maarten/St. Martin
    Powerboats in Simpson Bay · 10 guests

    2hours SUNSET cruise St. Maarten/St. Martin

    New
    $290/hour
    Full Day from Anguilla around Anguilla Donzi 38
    Powerboats in Simpson Bay · 10 guests

    Full Day from Anguilla around Anguilla Donzi 38

    New
    $1,975/day
    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
    $1,278/day
    2 Hours Terres Basses BOAT TOUR
    Powerboats in Simpson Bay · 12 guests

    2 Hours Terres Basses BOAT TOUR

    New
    $319/hour

    Top Destinations Nearby

    Simpson Bay Reviews

    1. 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.

    2. AS

      Aaron

      Charter 47' Leopard Cruising Catamaran in Cupe Coy, Sint Maarten

      Great time sailing with Robert in Sxm. Food and drinks were great. Only on the boat for two nights but got a lot done for the amount of time we had available.

    3. AW

      Alexis

      Private Charters In Simpson Bay or Philipsburg

      Anna & Scott were amazing hosting my group! We had a good time & they were so patient with us being that we had a large group.

    4. JR

      Janell

      Sail St Maarten on 42ft Gibsea SunDowner Crusing Monohull

      Garth and Byron really made sure that we had a good time! I would definitely use them again when I come back to St Martin!

    5. FS

      Franklin

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

      Great people. Had a great time. Well worth it.

    6. MC

      Michael

      Charter 47' Leopard Cruising Catamaran in Cupe Coy, Sint Maarten

      Wonderful day. Highly recommend.

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