Top Hilton Head Island Outdoor Activities

Q: What are the best options for Hilton Head Island Outdoor Activities?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Hilton Head Island Outdoor Activities are: History and Movie Tour of Beaufort by Golf Cart #1 Historical Horse Drawn Carriage Tour Hilton Head Island Guided Water Tour by Creek Cat Boat Parasailing Adventure at the Hilton Head Island 90-Minute Dolphin and Nature Tour of Hilton Head

Q: What are the best kid-friendly options for Hilton Head Island Outdoor Activities Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Hilton Head Island Outdoor Activities are: Hilton Head Guided Sunset Creek Cat Tour Hilton Head Island Guided Water Tour by Creek Cat Boat Hilton Head Outback Boat and Kayak Adventure Half Day Offshore Fishing Trip Hilton Head Vanishing Island & Beachcombing Cruise View all kid-friendly Tours →

Q: Got any more Hilton Head Island trip ideas?

We sure do. Check out our curated lists of hand-picked Hilton Head Island Tours. Top 10 Hilton Head Island 2026 Senior-friendly tours Hilton Head Island The best tours and activities for culture lovers in Hilton Head Island Top Day Trips from Hilton Head Island Things to do in Hilton Head Island this summer View all Hilton Head Island Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Hilton Head Island?

Based on our sales data over the past year, the most popular styles of tours and activities in Hilton Head Island are: Hilton Head Island Cruises, Sailing & Water Tours Hilton Head Island Luxury & Special Occasions Hilton Head Island Luxury Tours Hilton Head Island Boat Tours Hilton Head Island Tours & Sightseeing View all tour styles in Hilton Head Island →

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

8 Hour 25 ft. Luxury Pontoon Private Hilton Head Boat Rental

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

8 hours Free Cancellation

from
$1,700

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

5 Hour 25ft Luxury Pontoon Private Hilton Head Boat Rental

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...

5 hours Free Cancellation

from
$1,100

8 Hour Private Hilton Head Boat Rental 22 ft. Luxury Pontoon

Voted Best of Hilton Head year after year, we welcomes you to explore Hilton Head by boat! The new 2024 Luxury Group Pontoon is recommended …More

5.0 (1)

8 Hour Private Hilton Head Boat Rental 22 ft. Luxury Pontoon

Voted Best of Hilton Head year after year, we welcomes you to explore Hilton Head by boat! The new 2024 Luxury Group Pontoon is recommended...

8 hours Free Cancellation

5.0 (1)

from
$950

4 Hour 25 ft. Luxury Pontoon Private Hilton Head Boat Rental

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

5.0 (1)

4 Hour 25 ft. Luxury Pontoon Private Hilton Head Boat Rental

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

4 hours Free Cancellation

5.0 (1)

from
$900

6 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 2024 Luxury Group Pontoon is recommended …More

5.0 (1)

6 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 2024 Luxury Group Pontoon is recommended...

6 hours Free Cancellation

5.0 (1)

from
$850

3 Hours Private Family Fishing Excursion Up to 6 Guests

Spend an unforgettable day out on the water with Outside Hilton Head. A private charter that’s the ideal fishing experience for beginners and families with …More

5.0 (8)

3 Hours Private Family Fishing Excursion Up to 6 Guests

Spend an unforgettable day out on the water with Outside Hilton Head. A private charter that’s the ideal fishing experience for beginners and families with...

3 hours Free Cancellation

5.0 (8)

from
$795

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

5.0 (2)

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...

5 hours Free Cancellation

5.0 (2)

from
$775

3 Hour 25 ft. Luxury Pontoon Private Hilton Head Boat Rental

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

5.0 (2)

3 Hour 25 ft. Luxury Pontoon Private Hilton Head Boat Rental

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

3 hours Free Cancellation

5.0 (2)

from
$700

4 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

5.0 (2)

4 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...

4 hours Free Cancellation

5.0 (2)

from
$675

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

5.0 (3)

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...

3 hours Free Cancellation

5.0 (3)

from
$542

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

4.9 (16)

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....

2 hours Free Cancellation

4.9 (16)

from
$529

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

5.0 (125)

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 -...

2 hours Free Cancellation

5.0 (125)

from
$525

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

5.0 (3)

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...

3 hours Free Cancellation

5.0 (3)

from
$525

2-Hour Private Hilton Head Afternoon Dolphin Watching Sail

This 2 hour Private Afternoon Sailing tour will take us to Port Royal Sound (generally the best wind for sailing on Hilton Head) on the …More

5.0 (121)

2-Hour Private Hilton Head Afternoon Dolphin Watching Sail

This 2 hour Private Afternoon Sailing tour will take us to Port Royal Sound (generally the best wind for sailing on Hilton Head) on the...

2 hours Free Cancellation

5.0 (121)

from
$485

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

5.0 (37)

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...

2 hours Free Cancellation

5.0 (37)

from
$465

Enjoy a two-and-a-half-hour adventure on your own private boat. Your Master Captain will guide you safely through the Calibogue on a falling tide to the …More

5.0 (131)

Vanishing Mile Isle Beachcomber Tour

Enjoy a two-and-a-half-hour adventure on your own private boat. Your Master Captain will guide you safely through the Calibogue on a falling tide to the...

2 hours 30 minutes Free Cancellation

5.0 (131)

from
$429

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

5.0 (2)

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...

2 hours Free Cancellation

5.0 (2)

from
$408

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

5.0 (13)

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...

2 hours Free Cancellation

5.0 (13)

from
$399

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

5.0 (6)

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....

2 hours Free Cancellation

5.0 (6)

from
$375

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

5.0 (19)

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....

2 hours Free Cancellation

5.0 (19)

from
$374

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Hilton Head Island Outdoor Activities?

What are the best kid-friendly options for Hilton Head Island Outdoor Activities Tours?

Which Hilton Head Island Outdoor Activities have Instant Confirmation?

Hilton Head Island Outdoor Activities with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which Hilton Head Island Outdoor Activities have Free Cancellation?

Hilton Head Island Outdoor Activities with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

Got any more Hilton Head Island trip ideas?

What are the most popular styles of Tours and Activities in Hilton Head Island?