Cinco De Mayo in Hilton Head Island (Updated 2026)

Enjoy a two-hour private dolphin tour built just for your family. Guaranteed dolphin sightings, comfortable boats, and flexible itineraries mean everyone leaves smiling. With 900+...
$298

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...
$319

Skip the crowded tour boats and enjoy a private sunset dolphin cruise just for your group of up to 6 guests. Cruise Hilton Head’s calm...
$319

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

Meet us at Palmetto Bay Marina for your Private Tour. Depart for an exciting experience as you explore and search the waterways of Hilton Head...
$329

Photograph Hilton Head Island in a way most visitors never experience — on a guided, small-group photo expedition shaped by light, timing, and the quiet...
$337

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

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

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

Explore Hilton Head effortlessly with the 26” Electric Beach Cruiser. This electric bike is designed for comfort and convenience, featuring an integrated motor, hand brakes,...
$400

Come enjoy a day on the water with Island Head! This private experience includes a USCG captain to drive the boat and assist in the...
$408

Vanishing Mile Isle Beachcomber Tour
Enjoy a two-and-a-half-hour adventure on your own private boat. Your Master Captain will guide you safely through the Calibogue on a falling tide to the...
$429

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

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

This 2 hour Private Morning Sailing tour, the Captain will take you to Port Royal Sound (North side of the island - generally best conditions...
$465

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

This 2 hour Private Afternoon Sailing tour will take us to Port Royal Sound (generally the best wind for sailing on Hilton Head) on the...
$485

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 private excursion combines the thrill of adventure with the natural beauty of the Lowcountry. Great for the whole family, our tubing adventure is safe...
$508

This 2 hour Private Sunset Sail, the Captain will take you (and up to 6 people) to Port Royal Sound (North side of island -...
$525

Voted Best of Hilton Head year after year, we welcome you to explore Hilton Head by boat! The new Luxury Group Pontoon is recommended for...
$525

