Celebrate Valentine's Day in Hilton Head Island (Updated 2026)
22' Bentley Luxury Pontoon with 115HP 4-Stroke Motor: FUEL Included Get ready for the ultimate adventure with Outside Hilton Head! Take the helm and captain...
$323
This unique tour starts with an exciting boat ride to beautiful Page Island, Outside's private paradise. Along the way, your captain will find tell entertaining...
$118
Start your morning with an unforgettable adventure on the waters of Hilton Head Island! Our Dolphins & Donuts Tour combines two of the best things...
$59
This Private Sunset Tour will be an activity your family or friends will always remember! This 1.5 hour tour comes complete with a Licensed captain,...
$379
Hilton Head Jet Ski Creek Run Tour
Experience this adrenaline filled fun as you zoom past Harbourtown, Daufuskie Island, and through quiet backwater creeks (that even most locals have never been through!)...
$223
We will get you up close and personal with our aquatic friends. Our goal is to educate you while creating a fun and funny atmosphere....
$400
Skip crowded tour boats and enjoy a private Hilton Head sunset cruise for groups of 7–15, often about the same per-person cost as shared tours....
$440
Depart from Island Head's newest location at Broad Creek Marina. Enjoy the evening on a private sunset cruise on the waterways surrounding Hilton Head Island....
$529
We have brand new pontoon boats located at Hilton Head Harbor. Take in all the gorgeous sights as we offer one of the largest riding...
$550
Come join the crew aboard the Tammy Jane for a 2-hour educational and picturesque low-country experience as we take you out Crabbing! We invite you to...
$50
Guided Sunset Kayak Nature Adventure
Paddle through Hilton Head Island’s breathtaking salt marshes on an exciting 2-hour guided sunset kayak tour! Led by expert naturalist guides, you’ll explore the rich...
$53
Two Hour Large Group Dolphin Tour
Make this the family memory everyone talks about. Our private large-group dolphin tours are designed for multi-generational families of up to 20 passengers, giving you...
$499
This is a great way to explore the water ways of Hilton Head. Our custom 25ft boat comes with an experienced captain to operate and...
$477
Be your own captain, cruising the beautiful lowcountry waterways! Book for Front-row seats to the fireworks display over the salt marsh of Broad Creek. -...
$645
⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of experience photographing...
$147
Spend an unforgettable day out on the water with Outside Hilton Head. A private charter that’s the ideal fishing experience for beginners and families with...
$795
Tucked between Hilton Head Island and Savannah, and accessible only by boat, Daufuskie Island is a real gem. This private 4.5 hour Daufuskie Island trip...
$585
Take in all the gorgeous sights as we offer one of the largest riding areas on the island. Enjoy a short idle time through the...
$434
This rental is recommended for parties 8 or more. It is without a doubt the best rental boat on Hilton Head Island for large groups....
$375
Do it on your own! For those with kayaking experience and wanting to go explore with friends and family without a guide, a kayak rental...
$40
Discover the enchanting Vanishing Island on this 3-hour cruise from Hilton Head. This unique sandbar, which appears only at low tide, invites beachcombers and dolphin...
$77
