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All listings near me

Find Sailing Charters Near You

4.9
(4,261 Reviews)

Page 5 of 10240 listings

Sailing Lesson in Little River, South Carolina
Tours in Little River · 1 guest

Sailing Lesson in Little River, South Carolina

New
$360hour
Sunset Cruise in Myrtle Beach, South Carolina
Sailing in Little River · 6 guests

Sunset Cruise in Myrtle Beach, South Carolina

5.0
$450hour
Ocean Inlet Captained Charter onboard Beneteau 39 Sailboat in Little River, South Carolina
Sailing in Little River · 6 guests

Ocean Inlet Captained Charter onboard Beneteau 39 Sailboat in Little River, South Carolina

5.0
$150hour
Private Schooner in NY
Sailing in Queens · 6 guests

Private Schooner in NY

New
$1,500day
Cruising Monohull Rental in Kingston
Sailing in Kingston · 6 guests

Cruising Monohull Rental in Kingston

5.0
$125hour
Fun in the Sun with Manhattan skyline in the background
Sailing in Bronx · 6 guests

Fun in the Sun with Manhattan skyline in the background

New
$199hour
Shamrock-Classic 42 foot Allied XL Yawl Wilmington, NC
Sailing in Wilmington · 6 guests

Shamrock-Classic 42 foot Allied XL Yawl Wilmington, NC

5.0
$1,500day
Charter 38' Pearson Cruising Monohull In Mamaroneck, New York
Sailing in Mamaroneck · 10 guests

Charter 38' Pearson Cruising Monohull In Mamaroneck, New York

5.0
$100person
Sailing Long Island Sound with Captain Steve
Sailing in Port Washington · 6 guests

Sailing Long Island Sound with Captain Steve

5.0
$199hour
Sail From Port Washington, NY - $219/Hour - $37/Person
Sailing in Port Washington · 6 guests

Sail From Port Washington, NY - $219/Hour - $37/Person

4.7
Superowner
Best of 2023
$37person
25' Bayliner for rent in East Rockaway
Powerboats in Freeport · 7 guests

25' Bayliner for rent in East Rockaway

New
$113-$150hour
Sail Long Island's Gold Coast on this beautiful 36' Jeanneau!
Sailing in Oyster Bay · 6 guests

Sail Long Island's Gold Coast on this beautiful 36' Jeanneau!

New
$175-$275hour
Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut
Sailing in Stamford · 6 guests

Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

5.0
Superowner
$37person
Sailing JOURNEY on the Sound
Sailing in Stamford · 6 guests

Sailing JOURNEY on the Sound

New
$262hour
Sail From Northport or Huntington, NY - $215/Hour - $36 Per Person
Sailing in Huntington · 6 guests

Sail From Northport or Huntington, NY - $215/Hour - $36 Per Person

5.0
Superowner
Best of 2023
$50person
Sail from Norwalk, CT - $220/Hour - $37/Person
Sailing in Norwalk · 10 guests

Sail from Norwalk, CT - $220/Hour - $37/Person

4.6
Superowner
Best of 2023
$36person
Captained Sailboat Charter in Salisbury 2 hr sails 4 persons
Sailing in Salisbury · 4 guests

Captained Sailboat Charter in Salisbury 2 hr sails 4 persons

5.0
$160hour
Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.
Sailing in Salisbury · 2 guests

Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.

New
$85hour
Glastron GX185 Bowrider Rental in Saint Germain, Wisconsin
Powerboats in Wisconsin · 8 guests

Glastron GX185 Bowrider Rental in Saint Germain, Wisconsin

New
$500day
Private Luxury BYOB Sailing in the Charleston Harbor
Sailing in Charleston · 6 guests

Private Luxury BYOB Sailing in the Charleston Harbor

5.0
Superowner
Best of 2023
$200hour
Luxury BYOB Sailing in the Charleston Harbor
Sailing in Charleston · 6 guests

Luxury BYOB Sailing in the Charleston Harbor

5.0
Superowner
Best of 2023
$220hour
Luxury sailboat charters on Charleston Harbor
Sailing in Mount Pleasant · 6 guests

Luxury sailboat charters on Charleston Harbor

New
$275-$300hour
40 ft Luxury Catamaran Sailing Yacht in Charleston
Sailing in Mount Pleasant · 6 guests

40 ft Luxury Catamaran Sailing Yacht in Charleston

5.0
Superowner
$275hour
Enjoy an Exciting Parasailing Adventure in Charleston, South Carolina!
Adventures in Mount Pleasant · 15 guests

Enjoy an Exciting Parasailing Adventure in Charleston, South Carolina!

New
$85person

Local Sailing Reviews

  1. AG

    Amberlyn

    Luxury BYOB Sailing in the Charleston Harbor

    One of the best adventures I’ve been on with my girlies! Would rate him 100 stars if I could! Thank you so much for making us feel comfortable and so accommodating

  2. dh

    deborah

    Cruising Monohull Rental in Kingston

    We had a wonderful time sailing with Karins family! They were very friendly, easygoing and so knowledgeable, made us very comfortable and they were great about social distancing/COVID conscious. We were able to relax and enjoy the ride at the bow with comfy seats provided and we brought our own snacks. The weather was beautiful and the whole experience couldn’t have been better. Definitely a highlight of our stay in Kingston. We can’t wait to be back for another sail! Many thanks :)

  3. MA

    Megan

    Shamrock-Classic 42 foot Allied XL Yawl Wilmington, NC

    James was so accommodating for our elopement on his sailboat. He was always quick to respond and great at communicating with us. We really enjoyed our trip on the water and James made it easy for us to be comfortable and sit and relax. It was perfect!

  4. PP

    PARNAZ

    Charter 38' Pearson Cruising Monohull In Mamaroneck, New York

    Captan Rick's boat trip was an incredible experience that I highly recommend ! The planning was flawless, offering a perfect blend of activities. Captan Rick excellent communication and warm demeanor made the journey even more enjoyable. This boat trip is a must-do for anyone looking for an unforgettable day on the water!

  5. KB

    Keisha

    Charter 38' Pearson Cruising Monohull In Mamaroneck, New York

    The boat is large enough to comfortably fit a group of 10. We learned some new terms and had a sailing lesson. Capt Rick is a great vibe and fits right in with the group from kids to adult, the experience was one of a kind. Boat is very well kept and has lots of lounging areas inside and outside.

  6. DE

    Desireé

    Charter 38' Pearson Cruising Monohull In Mamaroneck, New York

    Captain Rick was excellent!!! He is a skilled and patient captain. We had so much fun on the trip. Lots of laughs and great conversations. This day could not get any better. The boat and amenities were as advertised. I will definitely book this trip again with Captain Rick!