We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Cheers Sailing Charters Inc.

Behind Chart House Restaurant, 2 Hudson Road, Hilton Head, SC 29926
843-671-1800
Improve this listing
Ranked #45 of 121 activities in Hilton Head
Type: Tours
Owner description: Join us aboard Cheers for a morning, afternoon or sunset sailing cruise on the pristine waters of Hilton Head Island. Bring the whole family, we carry... more » Owner description: Join us aboard Cheers for a morning, afternoon or sunset sailing cruise on the pristine waters of Hilton Head Island. Bring the whole family, we carry 29 guests! Offering a professional and experienced team, fun and informative cruises, relaxing sailing, and a long tradition of turning guests into friends. Homecoming 2010: we have returned to the docks at the Chart House Restaurant (formerly Charley’s Crab) on the Intracoastal Waterway. Let’s go sailing! « less
Write a Review

14 reviews from our community

Visitor rating
    14
    0
    0
    0
    0
Date | Rating
  • English first
  • Any
English first
Hilton Head, South Carolina
Senior Reviewer
7 reviews 7 reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed June 30, 2014

This is well worth every penny!! Great way to cool down and a day on the beach. Watch the wind fill the sails and see the island from the water--does not get any better!!!

Was this review helpful? Yes
Levittown, New York
Senior Reviewer
6 reviews 6 reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed May 15, 2014

My family booked an evening cruise on Cheers the sail boat. It was great. The 1st mate Shelby was excellent, friendly and very helpful. The Captain was friendly and helpful. If you are looking for an enjoyable evening book this boat.

Was this review helpful? Yes
Midlothian, Virginia
Senior Reviewer
7 reviews 7 reviews
10 helpful votes 10 helpful votes
5 of 5 stars Reviewed September 3, 2013

We are part-time residents of the island and decided to be "tourists" for a few days and check out a few attractions we hadn't visited. This was, without a doubt, the most relaxing time ever. We brought a bottle of wine and small cheese plate with us and enjoyed a beautiful sunset with new friends. The Captain and Shelby were... More

Was this review helpful? Yes
Atlanta, Georgia
Top Contributor
50 reviews 50 reviews
8 attraction reviews
22 helpful votes 22 helpful votes
5 of 5 stars Reviewed September 3, 2013

A few friends and I booked Cheers for a sunset cruise over Labor Day weekend. Owner and crew were great! Sailboat is comfortable and you can bring your own food and beverages on board. Very laid back, they point out a few sights along the way and you can just sit back and enjoy the ride with your friends and... More

Was this review helpful? Yes
2 reviews
5 of 5 stars Reviewed August 3, 2013 via mobile

Beautiful boat with nice, competent, and friendly crew. Great evening on the water. Small group, you can bring your own snacks and beverages.

Was this review helpful? Yes
Evansville, Indiana, United States
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed May 9, 2013

Thanks for a great evening! We had the perfect amount of wind In our sails! Captain John and wife Marley were wonderful. Marley is full of info about the island and Capt. John was in control of our sailing vessel. It is b.y.o.b. and snacks, but we shared with some of our new friends. We arrived about 20 min. Early... More

Was this review helpful? Yes 1
New York
Senior Contributor
24 reviews 24 reviews
21 helpful votes 21 helpful votes
5 of 5 stars Reviewed July 20, 2012

Just got back from our 2 hour afternoon sailing trip. Shelby and John were great. The weather was perfect until the storm at the very end. They took great care of us and had us go below during the worst of it. There were 14 of us...very comfortable. A great time!!

Was this review helpful? Yes
Lancaster, Pennsylvania
Reviewer
4 reviews 4 reviews
7 helpful votes 7 helpful votes
5 of 5 stars Reviewed June 20, 2012

Captain John and Shelby took our group of 10 (ages 4 to 58) on a sunset sail last night, and it was perfect! The boat was comfortable, wind was great, sail was smooth, dolphins were jumping, and sunset was gorgeous. We brought dinner and drinks, and the service was great. Highly recommended - we'll sail again with them as soon... More

Was this review helpful? Yes 1
Atlanta, GA
Senior Reviewer
6 reviews 6 reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed May 11, 2012

We had a wonderful sunset cruise on the Cheers. Captain John and Shelby were informative and took great care of us. We will be going back for another cruise when we visit HHI again.

Was this review helpful? Yes
Orlando
2 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed April 30, 2012

Took a sunset sail for our ten year anniversary. It was our first time on a sail boat and we really enjoyed it. The sail was very relaxing with beautiful views of the island and sunset. Crew was friendly and knowledgable. The captain's dog even tagged along. Most of the other passengers were locals and great company on the 2... More

Was this review helpful? Yes 1

Travelers who viewed Cheers Sailing Charters Inc. also viewed

Hilton Head, Coastal South Carolina
Hilton Head, Coastal South Carolina
 
Hilton Head, Coastal South Carolina
Hilton Head, Coastal South Carolina
 

Been to Cheers Sailing Charters Inc.? Share your experiences!

Write a Review Add Photos & Videos

Owners: What's your side of the story?

If you own or manage Cheers Sailing Charters Inc., register now for free tools to enhance your listing, attract new reviews, and respond to reviewers.

Manage your listing