Hilton Head Island Sightseeing Tours & Cruises

22 experiences to discover

Cruises & Sailing Tours Cultural & Theme Tours Day Trips & Excursions Private & Custom Tours Walking & Biking Tours

Explore the best sightseeing tours & cruises tours and activities in Hilton Head Island. Our unbiased ratings help you find the perfect experiences for your trip.

Sort by:

4.69

Hilton Head Dolphin Watching Cruise

$269-$299

Create lasting family memories

Use of the boat and all amenities

4.64

Hilton Head Private Dolphin Tour

$323-$399

Experience guaranteed dolphin sightings

Rental of a 24-foot luxury Bennington Pontoon boat

4.59

Hilton Head Island Vacation Photoshoot

$162-$165

Capture the beauty of Hilton Head Island

1-hour photoshoot: 45 professionally edited photos

4.59

Hilton Head Private Sunset Cruise

$53-$549

Watch the sun set over Hilton Head

Private boat

4.58

Hilton Head E-Bike History & Nature Tour

$95-$98

Ride through scenic nature trails

Electric bike

4.58

Hilton Head Pirate Cruise for Kids 1.5 hr

From $42

Step aboard the Black Sparrow and become a pirate

Pirate-themed cruise

4.55

Hilton Head Happy Hour Cruise with Live Music

$70-$83

Enjoy live music by local artists

90-minute scenic cruise aboard the Spirit of Harbour Town

4.55

Hilton Head Island Pirates and Pizza Boat Tour

From $55

Sail on a pirate ship

Pirate ship tour

4.55

Hilton Head Brunch Under Sail Catamaran Cruise

From $95

Savor complimentary mimosas

Alcoholic Beverages

4.5

Hilton Head Private Pontoon and Sunset Cruise

$53-$550

Sail into the horizon on a private cruise

Pontoon boat

4.46

Hilton Head Crabbing and Sailing Adventure

$48-$53

Experience hands-on crabbing and sailing

Possible dolphin sightings

4.36

Hilton Head Island Lowcountry Boil Dinner Cruise

$118-$128

Savor a traditional Lowcountry Boil dinner

Dinner with local shrimp, smoked sausage, corn on the cob, and red potatoes