Hilton Head Island Cruises, Sailing & Water Tours

63 Results
Hilton Head Pirate Ship Adventure Cruise aboard the Black Sparrow

Hop aboard the "Black Sparrow" and set sail on the pirate cruise for an amazing family adventure! The fun starts at the dock as we …More

Hop aboard the "Black Sparrow" and set sail on the pirate cruise for an amazing family adventure! The fun starts at the dock as we...

1 hour 30 minutes Free Cancellation
4.9 (38)
from
$42
2 - Hour Private Hilton Head Morning Dolphin Watching / Sail

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

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

2 hours Free Cancellation
5.0 (37)
from
$465
Private Hilton Head Dolphin Tour (Up to 6 Passengers)

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 …More

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...

1 hour 30 minutes Free Cancellation
5.0 (25)
from
$329
Morning Dolphin and Donut Cruise (Up to 10 Passengers)

Start your morning with an unforgettable adventure on the waters of Hilton Head Island! Our Dolphins & Donuts Tour combines two of the best things …More

Start your morning with an unforgettable adventure on the waters of Hilton Head Island! Our Dolphins & Donuts Tour combines two of the best things...

1 hour 30 minutes Free Cancellation
5.0 (24)
from
$59
Hilton Head Outback Boat and Kayak Adventure

This unique tour starts with an exciting boat ride to beautiful Page Island, Outside's private paradise. Along the way, your captain will find tell entertaining …More

This unique tour starts with an exciting boat ride to beautiful Page Island, Outside's private paradise. Along the way, your captain will find tell entertaining...

4 hours 30 minutes Free Cancellation
5.0 (21)
from
$118
Private Hilton Head Sunset Dolphin Tour (Up to 6 Passengers)

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, …More

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,...

1 hour 30 minutes Free Cancellation
5.0 (21)
from
$379
Private Hilton Head Sunset Dolphin Cruise Tour – Groups (7–15)

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. …More

Likely to Sell Out
Likely to Sell Out

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....

2 hours Free Cancellation
5.0 (19)
from
$374
Private Dolphin Boat Tour in Hilton Head Island

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. …More

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....

1 hour Free Cancellation
4.9 (18)
from
$400
Hilton Head Private Sunset Cruise for up to 14 Passengers

Depart from Island Head's newest location at Broad Creek Marina. Enjoy the evening on a private sunset cruise on the waterways surrounding Hilton Head Island. …More

Likely to Sell Out
Likely to Sell Out

Depart from Island Head's newest location at Broad Creek Marina. Enjoy the evening on a private sunset cruise on the waterways surrounding Hilton Head Island....

2 hours Free Cancellation
4.9 (16)
from
$549
Hilton Head Crabbing Expedition 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 Crabbing! We invite you to …More

Likely to Sell Out
Likely to Sell Out

Come join the crew aboard the Tammy Jane for a 2-hour educational and picturesque low-country experience as we take you out Crabbing! We invite you to...

2 hours Free Cancellation
5.0 (15)
from
$50
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 …More

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...

2 hours Free Cancellation
5.0 (13)
from
$399
2 Hour Private Charter (up to 14 passengers)

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 …More

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...

2 hours Free Cancellation
5.0 (12)
from
$458
Private Daufuskie Island History and Artisian Tour

Tucked between Hilton Head Island and Savannah, and accessible only by boat, Daufuskie Island is a real gem. This private 4.5 hour Daufuskie Island trip …More

Tucked between Hilton Head Island and Savannah, and accessible only by boat, Daufuskie Island is a real gem. This private 4.5 hour Daufuskie Island trip...

4 hours 30 minutes Free Cancellation
5.0 (6)
from
$585
2 Hour Private Hilton Head Boat Rental by 22 ft. Luxury Pontoon

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. …More

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....

2 hours Free Cancellation
5.0 (6)
from
$375
Lowcountry Boil Sunset Cruise

Climb aboard at Palmetto Bay Marina and kick off your evening Lowcountry-style. This two-hour Sunset Lowcountry Boil Cruise mixes everything Hilton Head does best—good food, …More

Climb aboard at Palmetto Bay Marina and kick off your evening Lowcountry-style. This two-hour Sunset Lowcountry Boil Cruise mixes everything Hilton Head does best—good food,...

2 hours Free Cancellation
5.0 (5)
from
$100
Hilton Head Vanishing Island & Beachcombing Cruise

Discover the enchanting Vanishing Island on this 3-hour cruise from Hilton Head. This unique sandbar, which appears only at low tide, invites beachcombers and dolphin …More

Likely to Sell Out
Likely to Sell Out

Discover the enchanting Vanishing Island on this 3-hour cruise from Hilton Head. This unique sandbar, which appears only at low tide, invites beachcombers and dolphin...

3 hours Free Cancellation
5.0 (4)
from
$77
Hilton Head Sunset Dolphin and Sightseeing Tour via Mini Boat

Discover the ultimate Hilton Head Island experience with our Sunset Mini Boat Dolphin Tour! Glide across the sparkling waters on a thrilling mini boat, perfect …More

Likely to Sell Out
Likely to Sell Out

Discover the ultimate Hilton Head Island experience with our Sunset Mini Boat Dolphin Tour! Glide across the sparkling waters on a thrilling mini boat, perfect...

2 hours Free Cancellation
5.0 (4)
from
$249
Dolphins & Daufuskie Island Stop Tour (Small Group)

Embark on an unforgettable private boat tour for up to six people, departing from Hilton Head Island and taking you on a journey through the …More

Embark on an unforgettable private boat tour for up to six people, departing from Hilton Head Island and taking you on a journey through the...

2 hours Free Cancellation
5.0 (4)
from
$59
Private Water Ski Adventure Day (3 Hours)

Come aboard our custom ski boat rated for 6 passengers. This charter comes with a USCG captain to drive the boat so you and your …More

Come aboard our custom ski boat rated for 6 passengers. This charter comes with a USCG captain to drive the boat so you and your...

3 hours Free Cancellation
5.0 (3)
from
$542
3 Hour Private Hilton Head Boat Rental 22 ft. Luxury Pontoon

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 …More

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...

3 hours Free Cancellation
5.0 (3)
from
$525
Private Dolphin and Nature Tour of Hilton Head

This is our most popular boat trip! Hilton Head and surrounding areas boast a large and active population of Atlantic Bottlenose Dolphin, with great viewing …More

This is our most popular boat trip! Hilton Head and surrounding areas boast a large and active population of Atlantic Bottlenose Dolphin, with great viewing...

1 hour 30 minutes Free Cancellation
5.0 (3)
from
$293

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These answers are based on answers previously given to Key West Private Charters customers' questions.

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