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Spending Labor Day Weekend on Hilton Head Island

Kids be flexin

If your Labor Day travel plans include a visit to Hilton Head now, make plans to spend it on the water with an Outside Hilton Head private adventure! If you are looking for the absolute best way to discover and enjoy the South Carolina Lowcountry, one of our adventures will give you an up close and personal look like you’ve never seen!

Our experienced team of Island locals will work with you to design a program that is JUST FOR YOU! Give the whole family, team, or group the adventure of a lifetime and one they won’t soon forget this Labor Day weekend on Hilton Head Island.

Here are a few adventures you might be interested in:

Private Charters

Your boat, your way. Charter one of our boats with your own private Captain, for a fully exclusive and customizable experience. Options include private versions of our shared boat trips, dolphin watching, visiting nearby islands and waterways, tubing, special occasions, memorial services, water taxis, backwater boating, restaurant transportation and much more. Charters depart from Shelter Cove Marina or let us pick you up at a location of your choice!

Programs include all planning, equipment, staffing, any and all destinations.


Ultimate Lowcountry Day

This is our signature program, designed to simply give you an Ultimate Day in the Lowcountry.You choose from a diverse menu of fun options and our team will work with you to plan YOUR ULTIMATE DAY.

Activity Options Include

Extensive Backwater Boating • Kayaking

Private Island Exploration • Dolphin Watching

Stand Up Paddle Boarding • Tubing • Castnetting

Fishing & Crabbing • Birding & Nature Tours

Beachcombing & Shell Hunting •

Historic Tours of Daufuskie, Palmetto Bluff, Beaufort, Savannah, & Bluffton


Family Ski Day

Cruise from Shelter Cove Marina to our favorite ski grounds! Learn how to waterski, kneeboard, wakeboard or go tubing on this 3 hour private trip. No experience is needed – we provide instruction for ALL LEVELS. Includes skis, board, tube equipment and USCG licensed captain.

Make plans for your Labor Day weekend adventure today because on Hilton Head Island, we don’t look at Labor Day weekend as the end of summer; we like to think of it as the end of one great vacation season and the beginning of yet another. Join in on the fun filled celebration on the most beautiful and family friendly vacation destination Island in the U.S!

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