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    Find Sailing Charters Near You

    4.9
    (5,018 Reviews)

    Page 4 of 10 • 240 listings

    Sail the Chesapeake Bay, Atlantic Coast or the Caribbean Islands in style! Charter this Jeanneau Sun Odyssey 509
    Sailing in Deltaville · 8 guests

    Sail the Chesapeake Bay, Atlantic Coast or the Caribbean Islands in style! Charter this Jeanneau Sun Odyssey 509

    New
    $524+/day
    Private Sailing Charters Aboard a 40ft Trimaran – Explore PEC by Wind
    Sailing in Prince Edward · 12 guests

    Private Sailing Charters Aboard a 40ft Trimaran – Explore PEC by Wind

    4.9
    $327/hour
    Instant Book
    Melges 24 - One Design Racing Experience
    Sailing in Hampton · 5 guests

    Melges 24 - One Design Racing Experience

    5.0
    Superowner
    $100/hour
    Instant Book
    Bayliner Deck Boat Rental at Lake wallenpaupack!
    Powerboats in Pennsylvania · 6 guests

    Bayliner Deck Boat Rental at Lake wallenpaupack!

    New
    $115/hour
    Sunset Sail - Philadelphia Waterfront with O'Day 322 Sailing Yacht
    Sailing in Philadelphia · 6 guests

    Sunset Sail - Philadelphia Waterfront with O'Day 322 Sailing Yacht

    5.0
    $350/hour
    Fish On! Rent Your 38ft Dawson Sportfish in Norfolk, VA
    Sailing in Norfolk · 6 guests

    Fish On! Rent Your 38ft Dawson Sportfish in Norfolk, VA

    New
    $725/day
    Classic Sparkman & Stevens Sailboat: Choose Leisure Sailing or Hands-On Lessons
    Sailing in Lacey Township · 6 guests

    Classic Sparkman & Stevens Sailboat: Choose Leisure Sailing or Hands-On Lessons

    5.0
    Snoozed - Active 02 Jan 2026
    Come Play and Sail Away Barnegat Bay!
    Sailing in Lacey Township · 6 guests

    Come Play and Sail Away Barnegat Bay!

    5.0
    $150/hour
    2006 Hunter 44’ Sloop Sailing Charter In Island Heights, New Jersey
    Sailing in Island Heights · 6 guests

    2006 Hunter 44’ Sloop Sailing Charter In Island Heights, New Jersey

    5.0
    $120/hour
    Sail from Atlantic Highlands, NJ - $265/Hour - $44/Person
    Sailing in Atlantic Highlands · 12 guests

    Sail from Atlantic Highlands, NJ - $265/Hour - $44/Person

    4.0
    Superowner
    $265/hour
    Sail New York's historic waterways aboard Water Music, a classic 40 foot yacht.
    Sailing in Brooklyn · 6 guests

    Sail New York's historic waterways aboard Water Music, a classic 40 foot yacht.

    5.0
    Snoozed - Active 02 Sep 2025
    Woman-owned luxury with transparent pricing - read our 5-star reviews!
    Sailing in Manhattan · 6 guests

    Woman-owned luxury with transparent pricing - read our 5-star reviews!

    5.0
    $285/hour
    Private Sail Charter of NYC Skyline and Statue of Liberty
    Sailing in Manhattan · 6 guests

    Private Sail Charter of NYC Skyline and Statue of Liberty

    New
    $250+/hour
    Sail from Jersey City, NJ - $265/Hour - $44/Person
    Sailing in Manhattan · 12 guests

    Sail from Jersey City, NJ - $265/Hour - $44/Person

    5.0
    Superowner
    $265/hour
    Set sail on NY Harbor aboard this beautiful and luxurious Ericson sloop!
    Sailing in Manhattan · 6 guests

    Set sail on NY Harbor aboard this beautiful and luxurious Ericson sloop!

    5.0
    $224+/hour
    Amazing Sailing Trip in NYC !!! The Most beautiful Sailboat in NYC
    Sailing in Manhattan · 6 guests

    Amazing Sailing Trip in NYC !!! The Most beautiful Sailboat in NYC

    5.0
    $300/hour
    Classic Yacht Charter in New York, New York
    Sailing in Manhattan · 30 guests

    Classic Yacht Charter in New York, New York

    5.0
    $1,800/hour
    Hinckley Pilot 35 Classic Sailboat in the Heart of NYC
    Sailing in Manhattan · 6 guests

    Hinckley Pilot 35 Classic Sailboat in the Heart of NYC

    5.0
    $330/hour
    Instant Book
    Private Sailing Charters - 37ft Sailboat in New York
    Sailing in Manhattan · 6 guests

    Private Sailing Charters - 37ft Sailboat in New York

    5.0
    $325/hour
    Experience premier service: NYC’s longest-running private sailing charter
    Sailing in Manhattan · 6 guests

    Experience premier service: NYC’s longest-running private sailing charter

    5.0
    $395/hour
    Jeanneau 39i Julia Sailing Yacht in NY Harbor
    Sailing in Manhattan · 6 guests

    Jeanneau 39i Julia Sailing Yacht in NY Harbor

    5.0
    $400/hour
    Luxury 49ft Sailing Yacht Charter in NY Harbor - US Coast Guard Inspected
    Sailing in Manhattan · 12 guests

    Luxury 49ft Sailing Yacht Charter in NY Harbor - US Coast Guard Inspected

    5.0
    $750/hour
    Sail NYC's skyline aboard the Genesis, a beautiful classic sailboat!
    Sailing in Manhattan · 6 guests

    Sail NYC's skyline aboard the Genesis, a beautiful classic sailboat!

    5.0
    $295/hour
    #1 Manhattan Sailboat! Champagne & Catering & Special Occasion Packages
    Sailing in Manhattan · 6 guests

    #1 Manhattan Sailboat! Champagne & Catering & Special Occasion Packages

    5.0
    Superowner
    $300+/hour

    Local Sailing Reviews

    1. Evan

      Evan

      Amazing Sailing Trip in NYC !!! The Most beautiful Sailboat in NYC

      Captain Paul and his wife, Melissa, were absolutely wonderful. I spent my birthday on their gorgeous sailboat with a group of friends, and we had the best day! The boat itself was stunning and Paul and Melissa went above and beyond to make our day perfect.

    2. sd

      saurabh

      #1 Manhattan Sailboat! Champagne & Catering & Special Occasion Packages

      Beautiful boat and the overall experience was outstanding. First time sailing as a family with a 3 year old and captain Gino went above and beyond to help us celebrate my wife’s birthday and make us all comfortable. I am lost of words on the experience and the captain and his partners hospitality. Will surely book them again!

    3. AB

      Annie

      Woman-owned luxury with transparent pricing - read our 5-star reviews!

      We had such a good experience with Jessica and Captain Dan! The boat was supplied with basic needs and a bathroom! There is a Bluetooth speaker and a bean bag in the front of the boat so that you can lounge there if you'd like. The communication up front was excellent and easy to follow. I highly recommend this experience. Myself and the 5 others in tow had the best time! Thank you!

    4. WP

      William

      Come Play and Sail Away Barnegat Bay!

      We had the best trip with Thanh. Great day sailing. Thanh is an absolute pleasure to have as our captain. I can’t wait to do another sail with him. Great value

    5. JC

      Julia

      Woman-owned luxury with transparent pricing - read our 5-star reviews!

      Highly Recommend!!! Jessica was very responsive and helpful with helping me plan our last minute sailing. Everything was exactly as described. The ship was clean with nice amenities for our entire party. Captain Kevin was extremely knowledgeable and provided a great experience with plenty of photo opportunities! We can’t wait to do this again!!

    6. DS

      Dwain

      Woman-owned luxury with transparent pricing - read our 5-star reviews!

      Jessica, worked with us to make the evening special. Captain Dan was amazing and took great care of us.

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