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Things To Do in Hilton Head Island This Weekend

Top Hilton Head Island Tours, Tickets & Activities with availability this weekend.

Rent Kayaks in Hilton Head Island

Do it on your own! For those with kayaking experience and wanting to go explore with friends and family without a guide, a kayak rental …More

Do it on your own! For those with kayaking experience and wanting to go explore with friends and family without a guide, a kayak rental...

2 hours Free Cancellation
5.0 (5)
from
$40
Private Hilton Head Sunset Boat Cruise (Up to 14 Passengers)

The private sunset cruise is the perfect way to end a day on Hilton Head Island. There is nothing quite like a low country sunset, …More

Likely to Sell Out
Likely to Sell Out

The private sunset cruise is the perfect way to end a day on Hilton Head Island. There is nothing quite like a low country sunset,...

2 hours Free Cancellation
5.0 (67)
from
$596
Private Water Ski Adventure Day (2 Hours)

Come enjoy a day on the water with Island Head! This private experience includes a USCG captain to drive the boat and assist in the …More

Come enjoy a day on the water with Island Head! This private experience includes a USCG captain to drive the boat and assist in the...

2 hours Free Cancellation
5.0 (2)
from
$408
5 Hour Private Hilton Head Boat Rental 22 ft. Luxury Pontoon

Voted Best of Hilton Head year after year, Hilton Head Island Boat Rentals welcomes you to explore Hilton Head by boat! The new 2024 Luxury …More

Voted Best of Hilton Head year after year, Hilton Head Island Boat Rentals welcomes you to explore Hilton Head by boat! The new 2024 Luxury...

5 hours Free Cancellation
5.0 (2)
from
$775
Private Hilton Head Sunset Sailing Tour with Dolphin Watching

This 2 hour Private Sunset Sail, the Captain will take you (and up to 6 people) to Port Royal Sound (North side of island - …More

This 2 hour Private Sunset Sail, the Captain will take you (and up to 6 people) to Port Royal Sound (North side of island -...

2 hours Free Cancellation
5.0 (125)
from
$525
Pat Conroy's Beaufort Tour by Golf Cart

Pat Conroy's family moved to Beaufort when he was 15.  He adopted Beaufort as his home and Beaufort adopted Pat as our own!  Join us …More

Pat Conroy's family moved to Beaufort when he was 15.  He adopted Beaufort as his home and Beaufort adopted Pat as our own!  Join us...

1 hour 15 minutes Free Cancellation
4.9 (82)
from
$48
Hilton Head Luxury Pontoon Rental for 2 to 8 hours

22' Bentley Luxury Pontoon with 115HP 4-Stroke Motor: FUEL Included Get ready for the ultimate adventure with Outside Hilton Head! Take the helm and captain …More

Likely to Sell Out
Likely to Sell Out

22' Bentley Luxury Pontoon with 115HP 4-Stroke Motor: FUEL Included Get ready for the ultimate adventure with Outside Hilton Head! Take the helm and captain...

2 to 8 hours Free Cancellation
5.0 (24)
from
$323
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
Hilton Head Segway Eco Fun Ride (90 minutes)

Our Eco-Fun Ride is located on a tranquil, pristine 70-acre nature preserve. A faster-paced non-narrated tour. During this tour you will ride the boardwalk over …More

Our Eco-Fun Ride is located on a tranquil, pristine 70-acre nature preserve. A faster-paced non-narrated tour. During this tour you will ride the boardwalk over...

1 hour 30 minutes Free Cancellation
4.9 (36)
from
$95
2-Hour Private Hilton Head Pontoon Boat Rental

Take in all the gorgeous sights as we offer one of the largest riding areas on the island. Enjoy a short idle time through the …More

Take in all the gorgeous sights as we offer one of the largest riding areas on the island. Enjoy a short idle time through the...

2 hours Free Cancellation
4.7 (31)
from
$319
4-Hour Private Hilton Head Pontoon Boat Rental

We have brand new pontoon boats located at Hilton Head Harbor. Take in all the gorgeous sights as we offer one of the largest riding …More

We have brand new pontoon boats located at Hilton Head Harbor. Take in all the gorgeous sights as we offer one of the largest riding...

4 hours Free Cancellation
4.8 (16)
from
$550
Hilton Head Island: Private Vacation Photoshoot with Photographer

⭐ Top-Rated Vacation Photoshoots 2025 ^ 2026 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of …More

Likely to Sell Out
Likely to Sell Out

⭐ Top-Rated Vacation Photoshoots 2025 ^ 2026 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of...

1 hour Free Cancellation
5.0 (8)
from
$78
1 Hour Private Tubing Trip

Come experience tubing on the waters surrounding Hilton Head Island! This is fun for everyone. Our captain will be there to show your group a …More

Come experience tubing on the waters surrounding Hilton Head Island! This is fun for everyone. Our captain will be there to show your group a...

1 hour Free Cancellation
5.0 (31)
from
$272
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
$477
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
Historic Beaufort Smartphone Guided Walking Tour

Our tour will take you through the city's National Historic Landmark District, showcasing beautiful historic homes, churches, and sites that have witnessed centuries of American …More

Our tour will take you through the city's National Historic Landmark District, showcasing beautiful historic homes, churches, and sites that have witnessed centuries of American...

1 to 2 hours Free Cancellation
4.6 (11)
from
$10
3-Hour Private Hilton Head Pontoon Boat Rental

Take in all the gorgeous sights as we offer one of the largest riding areas on the island. Enjoy a short idle time through the …More

Take in all the gorgeous sights as we offer one of the largest riding areas on the island. Enjoy a short idle time through the...

3 hours Free Cancellation
5.0 (6)
from
$434
5-Hour Private Hilton Head Pontoon Boat Rental

Take in all the gorgeous sights as we offer one of the largest riding areas on the island. Enjoy a short idle time through the …More

Take in all the gorgeous sights as we offer one of the largest riding areas on the island. Enjoy a short idle time through the...

5 hours Free Cancellation
4.7 (10)
from
$636
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

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