Hilton Head Island Cruises & Sailing Tours tours

Hilton Head Island Cruises & Sailing Tours - Page 2

32 experiences to discover

Day & Sunset Cruises Dinner Cruises Sailing Trips

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

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4.49

Hilton Head Sunset Sail

From $93

1 provider live

Set sail into the sunset

Official English Guide

4.45

Hilton Head Happy Hour Cruise with Live Music

$70-$83

2 providers combined

Enjoy live music from local artists

90-minute scenic cruise aboard the Spirit of Harbour Town

4.43

Hilton Head Boat Cruise at Sunset

From $596

1 provider live

Experience a stunning low country sunset

Licensed Guide

4.43

Hilton Head Pirate Cruise for Families 90 Min

From $42

2 providers combined

Step aboard the Black Sparrow for a pirate adventure

90 Minute Pirate Experience

4.38

Hilton Head Dolphin Cruise at Sunset 2 hr

From $50

2 providers combined

Savor a 2-hour sunset cruise

1.5 Hour Sunset Cruise

4.34

Hilton Head Scenic Cruise with Buffet

$74-$83

4 providers combined

Savor a Southern-inspired brunch buffet

Southern-inspired brunch buffet

4.28

Hilton Head Private Dolphin Catamaran Sail

From $359

1 provider live

Watch dolphins and birds in their natural habitat

Private catamaran tour

4.27

Hilton Head Dolphin Cruise at Sunset 90 min

From $55

2 providers combined

Relax and unwind during a stunning Lowcountry sunset

Bottled water

4.23

Hilton Head Sunset Kayak and Cruise

$53-$550

3 providers combined

Sail into the horizon on a sunset cruise

All gear & tour guide

4.23

Hilton Head Crabbing Expedition Boat Cruise

$50-$55

2 providers combined

Experience crabbing in Hilton Head's waters

Possible dolphin sightings

4.21

Hilton Head Private Sunset Cruise

$53-$549

3 providers combined

Watch the sun set over Hilton Head's coast

Private cruise

4.21

Hilton Head Dolphin Tour with Sunset & Fireworks

$60-$475

3 providers combined

Witness dolphins in their natural habitat

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