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Find Sailing Charters Near You

4.9(Average of 4,099 reviews in this area)
Get set to boat with the GetMyBoat Guide to sailing
25 - 48 of 240 listings
Starratt & Jenks Morgan 45ft Sailing Charter in Havre de Grace, MD - USCG Licensed CaptainSailing in Havre de Grace6 guests

Starratt & Jenks Morgan 45ft Sailing Charter in Havre de Grace, MD - USCG Licensed Captain

New
$200hour
Learn to Sail in Havre de Grace, MD (Minutes off of I95 in Historic Havre de Grace, MD)Tours in Havre de Grace2 guests

Learn to Sail in Havre de Grace, MD (Minutes off of I95 in Historic Havre de Grace, MD)

New
$200person
Charters 33' Cape Dory Cruising Monohull In Kilmarnock, VirginiaSailing in Chesapeake Bay4 guests

Charters 33' Cape Dory Cruising Monohull In Kilmarnock, Virginia

5.0
$66hour
Sail the Chesapeake Bay, Atlantic Coast or the Caribbean Islands in style! Charter this Jeanneau Sun Odyssey 509Sailing in Chesapeake Bay8 guests

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

New
$1,240day
Charter 32' Modern Hunter Sailboat In Gloucester, Point VirginiaSailing in Chesapeake Bay6 guests

Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia

5.0
Superowner
$125hour
Let's Go Sail in Gloucester Point, VirginiaSailing in Chesapeake Bay6 guests

Let's Go Sail in Gloucester Point, Virginia

5.0
Superowner
$125hour
Melges 32 - The GetMyBoat Racing ExperienceSailing in Chesapeake Bay8 guests

Melges 32 - The GetMyBoat Racing Experience

5.0
Superowner
$200hour
Pearson 26 Coastal Sailboat in NorfolkSailing in Chesapeake Bay6 guests

Pearson 26 Coastal Sailboat in Norfolk

5.0
$60hour
Captained Sailing Adventure in Lacey TownshipSailing in Long Beach Island6 guests

Captained Sailing Adventure in Lacey Township

New
$119hour
Sail Away Barnegat Bay! Book the 3-Hour Sail Tour with 35' SailboatSailing in Long Beach Island6 guests

Sail Away Barnegat Bay! Book the 3-Hour Sail Tour with 35' Sailboat

5.0
$150hour
2006 Hunter 44’ Sloop Sailing Charter In Island Heights, New JerseySailing in Island Heights6 guests

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

5.0
$120hour
Sail from Atlantic Highlands, NJ - $265/HourSailing in Atlantic Highlands12 guests

Sail from Atlantic Highlands, NJ - $265/Hour

4.0
Superowner
$265hour
Sail New York's historic waterways aboard Water Music, a classic, semi-custom 40 foot Passport yacht.Sailing in Brooklyn6 guests

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

5.0
$250hour
Caribbean Vibez on a Brooklyn SailboatSailing in Brooklyn4 guests

Caribbean Vibez on a Brooklyn Sailboat

5.0
Superowner
$191hour
Sail from Jersey City, NJ - $265/HourSailing in Manhattan12 guests

Sail from Jersey City, NJ - $265/Hour

New
Superowner
$265hour
Set sail on NY Harbor aboard this beautiful and luxurious Ericson sloop!Sailing in Manhattan6 guests

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

5.0
$223hour
35ft Cycleboat Party Pontoon Boat Rental in Jersey City, New JerseyPowerboats in Manhattan26 guests

35ft Cycleboat Party Pontoon Boat Rental in Jersey City, New Jersey

5.0
$499hour
40 passenger piergarten Catamaran Rental in Jersey City, New JerseyPowerboats in Manhattan40 guests

40 passenger piergarten Catamaran Rental in Jersey City, New Jersey

New
$799hour
Sail NY Harbor's Newest Sailboat - voted "Best of 2021" by Getmyboat! Woman-owned with transparent pricingSailing in Manhattan6 guests

Sail NY Harbor's Newest Sailboat - voted "Best of 2021" by Getmyboat! Woman-owned with transparent pricing

5.0
Best of 2021
$285hour
LEARN TO SAIL on THE MOOSE!Sailing in Brooklyn4 guests

LEARN TO SAIL on THE MOOSE!

5.0
$180hour
Classic Yacht Charter in New York, New YorkSailing in Manhattan30 guests

Classic Yacht Charter in New York, New York

5.0
$1,600hour
Beautiful classic sailboat in the heart of NYC.Sailing in Manhattan6 guests

Beautiful classic sailboat in the heart of NYC.

5.0
$330hour
Instant Book
Sail NYC with Brooklyn Sail, from Brooklyn Bridge ParkSailing in Manhattan6 guests

Sail NYC with Brooklyn Sail, from Brooklyn Bridge Park

5.0
$275hour
46ft Hunter Sailing Yacht Rental in Brooklyn, NY - $295/HourSailing in Manhattan12 guests

46ft Hunter Sailing Yacht Rental in Brooklyn, NY - $295/Hour

5.0
Superowner
$295hour

Top Destinations Nearby

Local Sailing Reviews

  1. XW
    XINGJIAN
    Sail New York's historic waterways aboard Water Music, a classic, semi-custom 40 foot Passport yacht.

    ED is definitely the best Captain! We've planned the trip ahead, He waited us patiently, and nicely introduce everything during the trip. He slowed the boat to make it easier for us to take awesome photo. This boat trip is the best in 2022!

  2. Ov
    Octavia
    Caribbean Vibez on a Brooklyn Sailboat

    I rented the chef and boat package for my sister’s birthday. Johnny was great with communication and gracious with his time as we were running late. Chef Lioness’s food was amazing. The music, the food and the tour was awesome. This experience was worth every penny!!

  3. SD
    Stef
    Sail NYC with Brooklyn Sail, from Brooklyn Bridge Park

    Andrew took us on a very special sail around the NYC harbour. Their communication was great and we felt very comfortable on the boat. Would definitely recommend this experience to our friends and family. Thanks again!

  4. Matthew
    Matthew
    Let's Go Sail in Gloucester Point, Virginia

    Highly recommend sailing with Captain Bill. It was a wonderful, safe and fun day on the water.

  5. MB
    Mélanie
    Beautiful classic sailboat in the heart of NYC.

    We’ve had a marvellous experience on Tara. Captain David navigates with safety and delicacy. The most spectacular way to discover NY bay in all its splendour and in the midst of silence that only a sail boat provides …

  6. JC
    Jessica
    Sail from Atlantic Highlands, NJ - $265/Hour

    We had a great time sailing with Mark! His boat is beautiful & fit 10 of us so comfortably. We brought food & drinks on the boat & played great music! I’ll be sailing with him every summer!

Boating Guide - Sailing

Set sail with GetMyBoat - enjoy a sailing charter.

Hit the open water in style on a sailing charter. Sailing charters with a professional captain are a relaxing way to get on the water and travel by wind power. A sunset sailing cruise, cocktail cruise, or other sailing adventure can make for the perfect experience on a lake or the ocean. Most larger sailboats (typically 18+ feet) also use an engine for longer sailing trips. GetMyBoat has all types of sailing charters and you can build a custom itinerary to plan the sailing holiday of your dreams. From hourly, half-day, full-day or overnight sailing excursions, you are sure to create memories that will last a lifetime.

Using GetMyBoat to rent your next sailboat.

Experiencing the water has never been easier thanks to GetMyBoat. GetMyBoat allows you to quickly search, compare prices, submit rental inquiries, and pay for your rental or charter from the convenience of your phone or computer. We offer a secure platform for renters to facilitate a seamless rental transaction. For boat owners, we connect millions of renters to their boat and provide the security and safety checks on each rental transaction.

Search for the perfect experience now and book your dream day out on the water.

Things to consider when booking a sailboat rental or charter.

  • Sailboats range in size and carrying capacity, so check with the captain to make sure the boat you pick will meet your needs.
  • If you want to learn some sailing techniques, ask about instruction or lessons while you're onboard.
  • Any doubts about booking your sailing adventure? No problem! Simply message the captain and ask any questions you may have.

GetMyBoat has 240 listings for Sailing experiences in this location with 4,099 reviews.

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