Hilton Head Island Sailing Vacations

Hilton Head Island Sailing Travel Guide

Other Guides for Hilton Head Island

Travel Guides Near Hilton Head Island

Southeast Sailing States/Provinces

Beach Travel Destinations

Aerial view of boats sailboats on Hilton Head Island, South Carolina
Hilton Head Island, South Carolina (courtesy, Hilton Head Island Convention & Visitors Bureau)


Hilton Head Island Sailing Highlights

By Travel Expert: Sarah White
  • Head to Calibogue Sound's calmer waters along Broad Creek with Cheers Charters, which offers morning and evening excursions on a sleek, 45-foot sloop. Tuesday evening tours include fireworks in summer.
  • Take to the skies in a parasailing rig with H2O Sports in Harbour Town Marina, and see as far as 25 miles in all directions. Adults fly for US$65.
  • Get up close and personal with dolphins, ospreys, and a wide variety of wildlife inhabiting Hilton Head Island.
  • Billed as the island's fastest sailboat, the 27-foot catamaran Flying Circus departs daily from the Palmetto Bay Marina.

Hilton Head Island Overview

The largest sea island between New Jersey and Florida and one of America's great resort meccas, Hilton Head is surrounded by the Low Country, where much of the romance, beauty, and graciousness of the Old South survives. Broad white-sand beaches are warmed by the Gulf Stream and fringed with palm trees and rolling dunes. Palms mingle with live oaks, dogwood, and pines, and...

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Hotels

from: $99 expert favorite hotel
GOOD FOR SAILING
Main Street Inn
2200 Main Street PO Box 23886
Hilton Head Island, SC
Distance: 1.5 Miles
(from destination center)
Beaches Expert Rating
5.0 out of 5
5.0 out of 5
Traveler Rating
Not Yet Rated
Recommended for:
Beach travel

from: $333 compare hotel rates expert favorite hotel
GOOD FOR SAILING
Marriott's Grande Ocean
51 South Forest Beach Dr.
Hilton Head, SC 29928
Distance: 5.2 Miles
(from destination center)
Beaches Expert Rating
4.0 out of 5
4.0 out of 5
Traveler Rating
5.0 out of 5 15 reviews
5.0 out of 5
Recommended for:
Beach travel

GOOD FOR SAILING
Sea Pines Resort
32 Greenwood Drive
Hilton Head Island, GA 29928
Distance: 4.3 Miles
(from destination center)
Beaches Expert Rating
4.0 out of 5
4.0 out of 5
Traveler Rating
Not Yet Rated
Recommended for:
Beach travel Family travel


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Great Hotel Deals in Hilton Head Island, SC

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Attractions

expert favorite attraction
Hilton Head Beach
1 Chamber Drive
Hilton Head Island, South Carolina 29926 Map
Distance: 1.0 Miles (from destination center)
Description: Hilton Head Island has 14 miles of beaches,... Read More
Beaches Expert Rating
5.0 out of 5
5.0 out of 5
Traveler Rating
Not Yet Rated
Recommended for:
Beach travel Family travel

expert favorite attraction
Dolphin Cruises
Broad Creek Marina, Marshland Road
Hilton Head Island, South Carolina 29926
Distance: 1.0 Miles (from destination center)
Description: Dolphin Adventure Nature Cruise offers rides with... Read More
Beaches Expert Rating
4.0 out of 5
4.0 out of 5
Traveler Rating
Not Yet Rated
Recommended for:
Beach travel Family travel

expert favorite attraction
Coastal Discovery Museum tours
P.O. Box 23497; 100 William Hilton Parkway
Hilton Head Island, South Carolina 29925
Distance: 3.7 Miles (from destination center)
Description: The Coastal Discovery Museum offers programs,... Read More
Beaches Expert Rating
4.0 out of 5
4.0 out of 5
Traveler Rating
Not Yet Rated
Recommended for:
Beach travel Family travel




Hilton Head Island Vacation Rentals

from: $59
compare hotel rates
Amenities: Balcony, DVD Player, Hot Tub, No Pets, Non-Smoking, Restaurant, Sauna, Swimming Pool

from: $126
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Ocean & Pool View Condo
Bedrooms: 2 Bathrooms: 2 Sleeps: 6
Amenities: Air Conditioning, Alarm Clock, Balcony, Blender, Ceiling fans, Dishwasher, Freezer, Hot Tub, Laundry, Microwave, Oceanfront, Patio, Phone, Swimming Pool, TV, VCR

from: $180
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Lovely Palmetto Dunes Plantation Home
Bedrooms: 3 Bathrooms: 3 Sleeps: 8
Amenities: Air Conditioning, Alarm Clock, Ceiling fans, DVD Player, Dishwasher, Freezer, Hot Tub, Internet Access, Laundry, Microwave, Patio, Phone, Swimming Pool, TV, VCR


Hilton Head Island Beach Travel Guides

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