Halloween in Hilton Head Island (Updated 2026)

Looking for a more personal sailing experience without booking an entire private charter? The Afternoon Public Sail is the perfect balance. With a maximum of...
$119

Voted Best of Hilton Head year after year, we welcome you to explore Hilton Head by boat! The new 2024 Luxury Group Pontoon is recommended...
$850

Voted Best of Hilton Head year after year, we welcomes you to explore Hilton Head by boat! The new 2024 Luxury Group Pontoon is recommended...
$950

This trip is completely customizable and based on your preferences. At Outside Hilton Head, we specialize in unforgettable outdoor adventures in the Lowcountry. Our team...
$1,092

Come enjoy our brand new pontoon boats. Take in all the gorgeous sights as we offer one of the largest riding areas on the island....
$752

This trip is completely customizable and based on your preferences. At Outside Hilton Head, we specialize in unforgettable outdoor adventures in the Lowcountry. Our team...
$815

This is an exclusive private trip where your group of up to 24 passengers (including all infants and children) will get to enjoy our Dolphin...
$625

Intro to Stand Up Paddling
Ignite a passion for stand-up paddleboarding with this Intro to SUP lesson on Hilton Head! This introductory program familiarizes you with equipment, safety and paddle...
$57

Perfect for groups 12 or less (including all infants and children)! This 90 minute narrated Dolphin and Nature Tour is on a comfortable pontoon boat...
$525

Leave the driving to us! Cruise from Hilton Head Island to Savannah, Georgia (1hr 45-min each way), for a day trip that will allow you...
$80

Only on Hilton Head and only in Harbour Town can you sail aboard the real America's Cup, 12 meter, Stars & Stripes once skippered by...
$55

Set sail from the iconic Harbour Town Yacht Basin, right beneath Hilton Head’s famous lighthouse, for an unforgettable evening on the water! Aboard the Vagabond,...
$50

Hilton Head Island Ocean Dolphin Cruise
This isn’t just another boat ride—it’s Hilton Head’s original dolphin cruise, operating for over 50 years on Hilton Head Island! Step aboard the iconic Vagabond...
$39

Hilton Head Shrimp Trawling Boat Cruise
Come join the crew aboard the Tammy Jane for a 2-hour educational and picturesque low-country experience as we take you out Shrimping! We invite you...
$50

Hilton Head Sunset Dinner Cruise
Come aboard the Spirit of Harbour Town for a 3 course dinner cruise prepared by the chefs of Sea Pines Resort *SHARE YOUR MEAL PREFERENCES...
$109

90 Minute Hilton Head Dolphin Tour
Come explore the low country on a 90 minute dolphin tour with Island Head. We depart from Broad Creek Marina in the center of Hilton...
$48

This is a round trip ticket for a DAY TRIP on Daufuskie Island. Spending the day or evening on Daufuskie Island is a must! We...
$60

Hilton Head Guided Kayak Tour
Come experience a nature walk on the water with our guided kayak tours! Glide through the waters of Skull Creek as your tour guide enriches...
$43

Sunset Hibachi Dinner Cruise
Experience an unforgettable dining experience on a 2-hour sunset Hibachi Dinner Cruise in Hilton Head Island. Imagine indulging in delicious hibachi-style cuisine while enjoying the...
$128

Beaufort Ghost Walking Tours
We visit all the local Haunts. We cover local history as it pertains to the ghosts of Beaufort as well as the ghost stories. We...
$27

Hilton Head Guided Kayak Eco Tour
This morning kayak tour is the perfect time to get on the water - calm, less boat traffic, and beautiful views! Our personable guides will...
$45

