All Hilton Head Island Cruises | Vagabond Cruise

Find Your Expedition

Explore Hilton Head Island on a cruise with Vagabond Cruise! Since 1968, we’ve been providing locals and South Carolina vacationers with a great range of Hilton Head tours, romantic dinner cruises, family-friendly dolphin nature cruises, a day trip to Savannah, and a trip back in time to visit the Lowcountry of Daufuskie Island. Find us in Harbour Town and we can’t wait to welcome you aboard our Lowcountry cruises!

Our Most Popular Cruises

Featured Cruise!
4 Hours in Savannah

4 Hours
Spirit of Harbour Town

Historic Savannah Cruise

Come see why this city is the South’s most popular historic tour destination.

1.5 Hours
The Vagabond

Ocean Dolphin Cruise

This narrated 90-minute cruise is the only ocean cruise on Hilton Head Island. Best of all dolphin sightings are guaranteed!

2 Hours
Spirit of Harbour Town

Sunset Dinner Cruise

Come aboard the Spirit of Harbour Town for Hilton Head Island’s only Sunset Dinner Cruise.

Other Cruises

Use the filter below to find your cruise

4 Hours
Spirit of Harbour Town

St. Patrick’s Day Savannah Cruise

Savannah is known the world over for hosting America’s second largest St Patrick’s Day celebration with over 350,000 revelers.

2 Hours
Stars & Stripes

Afternoon Sail

Spend a relaxing afternoon aboard our 12-meter yacht.

Featured Cruise!

4 Hours
The Vagabond

Daufuskie Island Cruise

Cruise on over to Daufuskie Island on Wednesdays for a guided tour of Daufuskie Island performed by their historical society. You may also rent a golf cart for a self guided tour of the island.…

Featured Cruise!

2 Hours
Tammy Jane

Crabbing Expedition

Come join the crew crabbing!

1.5 Hours
The Vagabond

Sunset Dolphin Cruise

The perfect end to a perfect Hilton Head day!

2 Hours
Stars & Stripes

Sunset Sail

Watch the sunset while aboard our 12-meter yacht. These stunning views are unrivaled.

2 Hours
Tammy Jane

Shrimping Trawl

Come join the crew shrimping!

1.5 Hours
The Vagabond

Gregg Russell Bubble Gum Cruise

The Gregg Russell Bubble Gum Cruise is a Vagabond Cruise and Harbour Town tradition a family MUST DO!

2.5 Hours
Tammy Jane, The Vagabond

Fireworks Dolphin Cruise

The best seat in the house for the Tuesday night Shelter Cove Fireworks!

2 Hours
Spirit of Harbour Town

Fireworks Dinner Cruise

What could possibly make our Dinner Cruise even better? FIREWORKS of course!

3 Hours
Spirit of Harbour Town

4th of July Fireworks Dinner Cruise

The best seat in the house with dinner for the Tuesday night Shelter Cove Fireworks!

2.5 Hours
The Vagabond

4th of July Fireworks Dolphin Cruise

The best seat in the house for the Shelter Cove Fireworks!

3 Hours
Stars & Stripes

4th of July Fireworks Sail

Watch the fireworks aboard the real America’s Cup – 12 Meter – Stars & Stripes once skippered by the famous Dennis Connor!