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    Simpson Bay, Sint Maarten Boat Rentals

    5.0
    (160 Reviews)

    Page 2 of 3 • 58 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    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
    $474/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
    $3,022/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
    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
    Boat tour Sailboat 40 feet Saint Martin
    Sailing in Marigot · 6 guests

    Boat tour Sailboat 40 feet Saint Martin

    New
    $140/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
    $2,133/day
    Leopard 27m Power Mega Yacht Charter in Marigot
    Powerboats in Marigot · 12 guests

    Leopard 27m Power Mega Yacht Charter in Marigot

    New
    $1,327/hour
    LAGOON 51 SAILING CATAMARAN - 2023 - 16 GUESTS
    Sailing in Marigot · 16 guests

    LAGOON 51 SAILING CATAMARAN - 2023 - 16 GUESTS

    New
    $356/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
    $770/hour
    Sailing in the Caribbean St. Martin
    Sailing in Marigot · 10 guests

    Sailing in the Caribbean St. Martin

    New
    $1,185/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
    $581/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
    2hours SUNSET cruise St. Maarten/St. Martin
    Powerboats in Simpson Bay · 10 guests

    2hours SUNSET cruise St. Maarten/St. Martin

    New
    $296/hour
    Full Day from Anguilla around Anguilla Donzi 38
    Powerboats in Simpson Bay · 10 guests

    Full Day from Anguilla around Anguilla Donzi 38

    New
    $2,015/day
    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
    $273+/hour
    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
    $1,304/day
    Yacht Fountain 53 Custom Quad V8 Mercury comfort and style in the Caribbean
    Events in Marigot · 12 guests

    Yacht Fountain 53 Custom Quad V8 Mercury comfort and style in the Caribbean

    New
    $427+/hour

    Top Destinations Nearby

    Simpson Bay Reviews

    1. 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.

    2. 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.

    3. FS

      Franklin

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

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

    4. MC

      Michael

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

      Wonderful day. Highly recommend.

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