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Tours/Hilton Head Island/Private Hilton Head Sunset Sailing Tour with Dolphin Watching

Private Hilton Head Sunset Sailing Tour with Dolphin Watching

5.0(127)Hilton Head Island2 hours
VIATOR5.0(25)TRIPADVISOR5.0(102)
Private Hilton Head Sunset Sailing Tour with Dolphin Watching
Private Hilton Head Sunset Sailing Tour with Dolphin Watching
Private Hilton Head Sunset Sailing Tour with Dolphin Watching
Private Hilton Head Sunset Sailing Tour with Dolphin Watching
Private Hilton Head Sunset Sailing Tour with Dolphin Watching
+5 photos
Private Hilton Head Sunset Sailing Tour with Dolphin Watching
Private Hilton Head Sunset Sailing Tour with Dolphin Watching
Private Hilton Head Sunset Sailing Tour with Dolphin Watching
Private Hilton Head Sunset Sailing Tour with Dolphin Watching
Private Hilton Head Sunset Sailing Tour with Dolphin Watching
Private Hilton Head Sunset Sailing Tour with Dolphin Watching
Private Hilton Head Sunset Sailing Tour with Dolphin Watching
Private Hilton Head Sunset Sailing Tour with Dolphin Watching
Private Hilton Head Sunset Sailing Tour with Dolphin Watching

At a glance

Duration
2 hours
Price from
$525 / person
Location
Hilton Head Island, United States
Rating
5.0 / 5 · 127 reviews
Languages
EN
Group
Private
Cancellation
Free cancellation
Confirmation
Within 24h
Ticket
Mobile or paper ticket accepted
Operator
Anchors Away Sailing Charters
Meeting point
From William Hilton Parkway head north on Squie Pope Rd, straight through the traffic circle to the back gate of Hilton Head Plantation, then take your 2nd left onto Skull Creek Dr. Turn left at stop sign into parking lot for marina, where we will meet you 15 minutes prior to your sail start time.

Description

This 2 hour Private Sunset Sail, the Captain will take you (and up to 6 people) to Port Royal Sound (North side of island - generally best conditions for sailing). During Sunset, This is generally still pretty breezy with some good sailing. Perfect way to wind down and enjoy the ending of a great day. We will take the sails down to peacefully enjoy the beautiful show of an amazing Hilton Head Sunset. After the sun sets, we motor back to the marina and usually dock right around last light for the day. Sunset tours are usually full of wildlife such as dolphins, birds, sting ray and manatee which are some of the great wildlife that are often very prevalent in the evening. You will also have some great scenic views of Hilton Head, Pickney island and Parris island to mention a few. All of our sail trips we encourage our guests to be as involved in the sailing process as they would like. If you would instead like a relaxing trip, we then encourage you to relax and let the crew do the work.

Tour Options

Private Hilton Head Sunset Sailing Tour with Dolphin Watching

What's included

Included
Soda/Pop
Bottled water

Traveller Ratings

5.0
127 reviews
5
126
4
1
3
0
2
0
1
0

Important Information

  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Please note - To obtain your pass into Hilton Head Plantation, let the guard know that the MARINA called in a pass for you, then show them a photo ID. The pass will be in the name of the individual who booked the sail trip

Cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time.

1+ days before100% refund
0–1 days before0% refund

Frequently asked questions

How long does this tour take?

Private Hilton Head Sunset Sailing Tour with Dolphin Watching lasts about 2 hours.

How much does this tour cost?

Prices start at $525 per person for this Hilton Head Island experience, booked through Viator with the price shown before checkout. There is 1 booking option, so the final price depends on the option you choose.

Can I cancel this tour for free?

Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.

Where does the tour start?

The meeting point is From William Hilton Parkway head north on Squie Pope Rd, straight through the traffic circle to the back gate of Hilton Head Plantation, then take your 2nd left onto Skull Creek Dr. Turn left at stop sign into parking lot for marina, where we will meet you 15 minutes prior to your sail start time. Hotel pickup is not part of this experience.

What languages is this tour offered in?

The experience is available in EN.

Is this a private or a group tour?

It is a private experience: only your party takes part. Up to 15 travellers can book together.

Is the tour suitable for children?

Infants and small children can ride in a pram or stroller

Will my booking be confirmed immediately?

Confirmation is sent by the operator within 24 hours of booking.

Reviews(127)

X
X1910LZmichaelb
July 24, 2026
Amazing Experience, Amazing Hosts

We took the trip for a sunset sailing adventure. Captain Paul and first mate Grayson were stellar hosts. Paul is extremely knowledgeable and told great stories about his experiences with sailing, family, friends, and taught us a great deal about the wildlife. We have already booked another tour with him for Labor Say Weekend to take some friends from out of town. If you haven’t been, it’s a must do. Should be on everyone’s bucket list.

Operator response

Thank you Mike for the amazing review. We are so glad you enjoyed your sail with us and we look forward to sailing with you and friends on Labor Day weekend!!!

M
Michael W
July 10, 2026
Mother’s 80th birthday family cruise. Couldn’t be happier!

Paul and Dave were amazing. The boat exceeded expectations and the crew did too. Would 100% recommend and will be doing again.

Operator response

Michael, Thank you for that amazing review. We are thrilled that you had an amazing time, and we look forward to sailing again soon with you - Happy Birthday again to your Mom!

B
Bellstravels1
July 3, 2026
Family Sunset Sail

The sunset sailing cruise was amazing. Our hosts were outstanding, knowledgeable, friendly, and entertaining. We saw dolphins, and even though there were a few lower clouds, we still got great pictures of the sunset. Well worth every penny.

Operator response

Thank you for the great review. We are so glad you enjoyed your sunset sail with us and we look forward to sailing again soon with you!

J
JGPRO36
June 30, 2026
Geri, John and Family

Our sunset sailing tour with Captain Paul and first mate Dave on “Seas the Moment” was the highlight of our annual family reunion! The sailboat was absolutely stunning, as was the orange sunset. The children enjoyed taking the wheel and our son helped Dave with the sails! Communication before the trip was excellent. The entire experience was carried out in a knowledgeable and professional way. We highly recommend this phenomenal experience! Thanks Paul!

Operator response

Geri, John, and Family - Thank you for the amazing review. We are thrilled that you all enjoyed your sunset sail with us, and we look forward to sailing again soon with you all!

K
Kate D
June 14, 2026
The perfect way to celebrate our anniversary 🌅

My husband and I celebrated our first anniversary here! Our captain and crew were incredible and made this a memorable experience for the both of us. We hope to come back and do it again!

Operator response

Kate, Thank you for the amazing review. Happy Anniversary! We are so glad you enjoyed your sunset sail with us, and we look forward to sailing again soon with you!

N
N4220WBsamh
May 15, 2026
Sunset cruise with friends

It was a lovely evening. Captain Paul did a fabulous job. He was very informative about the boat and provided excellent information about the Hilton Head region. Highly recommend the sunset cruise.

Operator response

Thank you for this great review. We are thrilled that you enjoyed your sunset sail with us, and we look forward to sailing with you again soon!

R
rogerhH1111MN
May 14, 2026
IF you want to go sailing.

We had a great sail last night. The Captain and crew were great. They were friendly and accommodating. The boat was well kept and comfortable. They let me help sail a little and were a wealth of knowledge about the local flora and fauna and sailing. We can’t wait to go again!

Operator response

Roger, thank you for this great review. We are so glad you enjoyed your sail with us, and we can't wait to sail again with you as well!

V
Vanessa_T
April 25, 2026
Best sunset sail ever

We had the best experience with our family!! Our crew was amazing entertaining and experienced! They even let us steer! It was a beautiful sunset and we saw dolphins swimming beside us. It was magical! Thank y'all so much!

Operator response

Vanessa, Thank you for the wonderful review. We are so glad you enjoyed your sunset sail with us and we look forward to sailing again with you and your family!

2
256heidic
October 8, 2025
A must do!

We do this every year we come down and we are never disappointed! This year we saw four or five different pods of dolphins and the most extraordinary sunset! And David tells the most interesting stories! I must do every year with our Tennis girls!

Operator response

Thank you for your great review and for being a valuable customer. We love having you guys on board, and we look forward to sailing with you again soon!

R
Rinn62
September 4, 2025
Great time!

This was our 2nd year using Anchors Away. Our experience this year was very different, but just as much fun. We were "upgraded" to the larger sailboat. As there was no wind the day we went out, Captain Paul said that was a better boat for motor sailing. (The sails never went up, but that was OK) His son, Pierce, was our crew. What a great kid!!! He had us laughing the entire trip. We saw a TON of dolphins. But, no sunset, as it was pretty cloudy. Last year, we saw no dolphins, but had an amazing sunset. We will definitely be using Anchors Away again.

Operator response

Thank you for the great review. We are very glad you had a great time, apart from the lack of wind. I will let Pierce see your comments as I know he will be happy to hear that. We certainly look forward to sailing with you again soon for round #3 - hopefully with all three, great winds, great sunsets, and an abundance of wildlife and dolphins!

$525/ person
5.0(127)
Duration2 hours
LanguagesEN
ConfirmationWithin 24h
Check availability on Viator →
Booking on the official Viator website
Free cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time.

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5.0(127) Free cancellation
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