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All listings near me

Find Sailing Charters Near You

4.9
(5,016 Reviews)

Page 6 of 10240 listings

Tiki Bar, Hoppin, Sandbars, Down Island Vibes with Barrier island views
Powerboats in Folly Beach · 6 guests

Tiki Bar, Hoppin, Sandbars, Down Island Vibes with Barrier island views

New
Superowner
$150/hour
Well Appointed Beneteau 32, Folly Beach, SC
Sailing in Folly Beach · 6 guests

Well Appointed Beneteau 32, Folly Beach, SC

5.0
$190/hour
🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina
Sailing in Folly Beach · 6 guests

🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina

5.0
Superowner
$300/hour
Sail the Adirondack Mountain Lakes
Sailing in New York · 4 guests

Sail the Adirondack Mountain Lakes

New
$160/hour
36ft Custom Catamaran Charter - Private Cruise for Up to 24 Guests
Sailing in Hilton Head Island · 24 guests

36ft Custom Catamaran Charter - Private Cruise for Up to 24 Guests

New
$725+/hour
27ft Stiletto Sailboat SE Private Sailing Experience - Salt Marsh Charter
Sailing in Hilton Head Island · 6 guests

27ft Stiletto Sailboat SE Private Sailing Experience - Salt Marsh Charter

New
$136+/hour
Charter 36ft Sloop In Westbrook, Connecticut
Sailing in Westbrook · 6 guests

Charter 36ft Sloop In Westbrook, Connecticut

5.0
$250/hour
26ft Beach Cat Private Charter in Savannah GA *COI Vessel
Powerboats in Savannah · 17 guests

26ft Beach Cat Private Charter in Savannah GA *COI Vessel

5.0
$450/hour
Captained sail on a beautiful and comfortable 50' wooden ketch
Sailing in Greenport · 6 guests

Captained sail on a beautiful and comfortable 50' wooden ketch

New
$475/hour
Learn To Sail 23' Pearson With Instructor In Sag Harbor, New York
Sailing in Sag Harbor · 6 guests

Learn To Sail 23' Pearson With Instructor In Sag Harbor, New York

New
$249/hour
SAIL Historic Southern Lake Champlain on 30ft Catalina Sailboat
Sailing in New York · 6 guests

SAIL Historic Southern Lake Champlain on 30ft Catalina Sailboat

New
$150/hour
Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience
Sailing in Sag Harbor · 41 guests

Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience

5.0
$1,100+/hour
Enjoy the Hamptons waters on wonderful and unique Classic 45' Mahogany Trimaran
Sailing in Sag Harbor · 25 guests

Enjoy the Hamptons waters on wonderful and unique Classic 45' Mahogany Trimaran

5.0
$900+/hour
Classic Beauty: Nautor Swan 46' Bluewater Cruiser, Sag Harbor, New York
Sailing in Sag Harbor · 6 guests

Classic Beauty: Nautor Swan 46' Bluewater Cruiser, Sag Harbor, New York

5.0
$310+/hour
Sail the glamorous Hamptons in a 58ft Catana luxury catamaran
Sailing in Sag Harbor · 12 guests

Sail the glamorous Hamptons in a 58ft Catana luxury catamaran

New
$900/hour
Limited Availability
41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing
Sailing in Sag Harbor · 12 guests

41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

5.0
$750+/hour
Instant Book
42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)
Sailing in Sag Harbor · 6 guests

42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)

5.0
$312+/hour
A large and luxurious French Beneteau Farr 57 Sailing Yacht for up to 6
Sailing in Sag Harbor · 6 guests

A large and luxurious French Beneteau Farr 57 Sailing Yacht for up to 6

New
$1,000+/hour
Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin
Sailing in Newport · 6 guests

Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin

5.0
$180/hour
High Demand
63' Catamaran - Newport, RI - Luxury sailing for large groups!
Sailing in Newport · 40 guests

63' Catamaran - Newport, RI - Luxury sailing for large groups!

5.0
$833/hour
42ft J Boat Sailing Yacht in Newport, Rhode Island
Sailing in Newport · 4 guests

42ft J Boat Sailing Yacht in Newport, Rhode Island

5.0
$260/hour
Custom Sailing Charter - Newport/ Block Island
Sailing in Newport · 6 guests

Custom Sailing Charter - Newport/ Block Island

5.0
$450/hour
High Demand
Luxury Sailing Catamaran for up to 12
Sailing in Newport · 12 guests

Luxury Sailing Catamaran for up to 12

5.0
Snoozed - Active 02 Nov 2026
Explore Newport Harbor on a Luxurious Beneteau Sense 55 Sailboat
Sailing in Newport · 6 guests

Explore Newport Harbor on a Luxurious Beneteau Sense 55 Sailboat

5.0
$400/hour

Local Sailing Reviews

  1. JS

    Janessa

    63' Catamaran - Newport, RI - Luxury sailing for large groups!

    Thank you so much for having us last night! It was truly the BEST boat experience any of us had ! The Captaint and Kiki were the best hosts ! Super helpful and fun !! They exceeded our expectations and the boat was amazing ! Will definitely make this a yearly thing !!!

  2. ST

    Sabrina

    41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

    This was actually the best day of my life. I had my bachelorette and the boat was so incredible, Brian and his partner are amazing hosts and their boat is so gorgeous and special. They were flexible with the hours and very accommodating. Would love to rebook !!

  3. Angela

    Angela

    63' Catamaran - Newport, RI - Luxury sailing for large groups!

    We had an amazing time on the Heron - the boat and its amenities were perfect for a large group. The crew provided great service and the itinerary and swimming off Jamestown was perfect for those of all ages. We highly recommend this experience!

  4. JI

    Joe

    Explore Newport Harbor on a Luxurious Beneteau Sense 55 Sailboat

    Jonathan is an excellent Captain with a laidback style. The vessel, Gracie, is in excellent condition and very comfortable.

  5. BA

    Brianne

    41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

    We had the the most beautiful sunset cruise with Brian and their catamaran. Beyond accommodating, easy to communicate with, and a beautiful space. We had a group of 12 girls, and we felt more than comfortable relaxing, being silly- and not to mention the endless photos we asked to take. Everything you need on board with freedom to bring what you like. I could not suggest booking with Brian more!

  6. MB

    Melynda

    41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

    Our family’s trip on Brian’s boat was perfect! Definitely the highlight of our vacation!