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Outside News
Fall is the Perfect Time to Plan an Outside Hilton Head Adventure
Monday, September 28, 2015

Hilton Head Island is a popular year round vacation destination and a perfect escape from the cold weather and gray skies that this time of year brings to a lot of areas of the U.S. Leave your coats and mittens at home and plan a fall vacation in Hilton Head and soak up some Southern sunshine; even in October and November!  Read More

Team and Leadership Programs with Destinations by Outside Hilton Head
Saturday, September 12, 2015

As part of our destination management services in the Hilton Head Island, Bluffton, Daufuskie and Palmetto Bluff, SC, area, Destinations by Outside offers Team Building Programs for corporations, small businesses, government agencies, educational facilities, non-profit organizations, sports organizations and more!
  Read More


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About Outside

We enrich lives by connecting people with exceptional places, products and experiences
  • team

    About Outside Hilton Head

    Back in 1979, we were a windsurfing school operating off of the beach in Sea Pines. Since then, Outside has grown to become the Lowcountry’s leading outdoor outfitter. In addition to providing a multitude of excellent programs 365 days a year, Outside has 2 retail locations and offers group adventures, destination management and team building programs.
    The staff at Outside is made up of experienced, knowledgeable and personable retail associates, reservationists, interpretive naturalist guides and USCG licensed Captains. We are committed to offering exceptional programs along with unparalleled customer service. Fueled by ongoing education and training of our staff, we take great pride in the quality of our programs and products.
    Outside has over 35 years of experience in creating and customizing life-changing adventures.  Our programs include guided kayak tours, kayak fishing, boat based dolphin tours, charter fishing, tours of historic Bluffton and Daufuskie, kids and teens camps, stand-up paddleboarding programs, boat rentals, surf lessons and much more. 

  • windsurfing


    The Outside Hilton Head story started on a crisp spring evening in Burlington, Vermont. There, Outside’s founder and CEO, Mike Overton, concocted a plan with a friend to start a windsurfing school on Hilton Head that summer. He loaded up a truck with windsurfing equipment, headed South and established Sailing Shoes Windsurfing. Later renamed Windsurfing Hilton Head, the company grew through the 80’s to become the premier windsurfing school, destination and race organizer on the East Coast.
    By the mid 80’s, Windsurfing Hilton Head had opened the only outdoor clothing store in the area and began offering instruction and outfitting for the growing sports of kayaking and rollerblading. In response to its expanding menu of operations, Windsurfing Hilton Head became Outside Hilton Head in 1992. The same year it received the award for Business of the Year from the Hilton Head Chamber of Commerce.
    As Outside Hilton Head’s program offerings grew through the 90’s, Overton started to look for new ways to use the company’s resources to get locals, tourists and groups outside. The answer came in the form of a 30 acre chain of islands on the back side of Daufuskie. Named the Page Islands, this adventure outpost is a hub for backwater boating and paddlesports excursions, a challenge course site for teambuilding activities and an unbelievable special event venue.
    In 2010, Outside Hilton Head branched out further still, establishing a full service destination management division. Later named Destinations by Outside, this arm of the company is charged with constructing fully customized experiences for groups of all sizes, including transportation, events, activities and teambuilding.
    Today, Outside Hilton Head has retail locations at Shelter Cove Plaza and Palmetto Bluff, and has activity outposts at Shelter Cove Marina, Pinckney Island, The Westin Resort, Palmetto Bluff, Daufuskie Island and Page Island. Their program offerings include kayaking, paddleboarding, boating, dolphin tours, tubing and ski trips, bike tours, scavenger hunts, surf camps, kids programs, and all kinds of group offerings. At peak season, close to 60 people are employed by the company, each of whom shares the same passion for the outdoors that led Overton to Hilton Head in 1979.

  • page island aerial

    Page Island

    The Page Islands are a chain of Islands in the remote 'outback' behind Daufuskie Island. With its beautiful untouched scenery, Page Island offers visitors a chance to disconnect from the outside world and immerse themselves in the Lowcountry.

    The Islands act as an adventure outpost and a hub for outdoor activities. Outside recreation programs including The Outback, Adventure Island and Ultimate Lowcountry Days include stops on Page Island.

    Page Island is also outfitted with challenge courses designed for Outside Teambuilding Programs. This unique location facilitates the building of teams and leaders by offering a step away from the everyday.

    The islands also make a truly memorable special event venue. Outside provides transportation for your guests to the island along with catering, music, and staffing.

  • kids in kayaks

    Giving Back

    Since it's inception, Outside has been dedicated to giving back to our local community. In 2013 our efforts led to the establishment of The Outside Foundation.
    The Outside Foundation is charged with getting kids outside and protecting and preserving our local environment. The guiding principals of the Foundation are to provide outdoor experiences that will have a positive impact on people by creating awareness, expanding knowledge and developinga responsible understanding of nature and the environment. The Foundation is made up of people who share a passion for the outdoors and are committed to sharing this passion with others through water-based activities, environmental education programs and sustainable practices.

Providing over-the-top Outdoor Experiences since 1979.

Men's and Women's Sportswear, Footwear, Sunglasses, Kayaks, Stand Up Paddleboards, Gear and Accessories! Everything you need to stay stylish and comfortable Outside!


Best Boats! Best Guides! Best Destinations! Discover the hidden gem's of the Lowcountry, we will take you there! Every type of adventure, from short tours to day long expeditions. Kayak, SUP, Boat, Bike, Fish and More! 
Team & Leadership

Experiential activity-based solutions specializing in building teams, developing leaders, and inspiring organizations.


Put our extensive local knowledge to work for your group! Our full-service destination management offerings will take care of everything from Special Events and Transportation to over-the-top Activities

Contact us

Questions? Call 1-800-686-6996, or complete the form below to reach a reservations specialist.

Outside Hilton Head, Shelter Cove Lane, Hilton Head Island, South Carolina 29928
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