Name: Afternoon Sail from Hilton Head Island
Brand: TripShock
SKU: 3468
Price: 53 USD
Availability: InStock
Rating: 4.5714 (14 reviews)

Sailing

Boat Tours

Private Charters

Join the crew of the Stars &amp; Stripes and spend an afternoon sailing Hilton Head's coastal water. Be on the lookout for the Atlantic Bottlenose Dolphin while enjoying the sun and sights of Hilton Head. Relax and work on your tan or join in and help the crew sail. This is a kid-friendly cruise for the novice or experienced sailor, and a great trip for anyone ages 3 and up! Book yours now!

Afternoon Sail from Hilton Head Island

How to Redeem: Print this ticket or show the confirmation details from a mobile device to join the tour. Please have a valid ID to confirm the order if needed.
Parking: Parking is available on-site for a fee.
Departure Details: Please check-in at the Vagabond Cruise reservation office located at 149 Lighthouse Rd, Hilton Head Island, SC 29928 in Harbour Town just below the Lighthouse prior to heading to the boat to board. Please arrive at least 30-45 minutes prior to departure. Tour departs on time. For any issues, please contact your provider, Vagabond Cruise, at 843-363-9026.
Gratuities: Although not required, it is customary to tip your guide 20%.

Vagabond Cruise

14 Reviews of Afternoon Sail from Hilton Head Island - TripShock!

Afternoon Sail from Hilton Head Island

Customer must cancel 24 hours prior to the arrival date in order to receive a full refund. Cancellations received less than 24 hours prior to the arrival date will not be eligible for a refund. No shows will not be refunded.

Cancel or Reschedule 24 hours prior to arrival for FREE

Join the crew of the Stars & Stripes and spend an afternoon sailing Hilton Head's coastal water. Be on the lookout for...

What a wonderful and amazing experience. Had a great time.

Great experience

Great family outing

This was a fun sail on a famous boat! This is an experience for people who enjoy sailing, you even have the opportunity to participate. The knowledgeable staff instruct passengers so they can take part in sailing the boat. We even saw a few dolphins up close. Highly recommend this trip.

Stars and Stripes

Capt. Capt. Chuck and crew was outstanding. Looking forward to future trips.

Excellent

There were no seats on the boat and nowhere to rest your back except on the wirery straps at the back of the boat. At least half of us were in our 70s and were.quite uncomfortable  we recently sailed in Annapolis on a boat with seats and a free cocktail!

What is a review title?

Sailing Trip

The dolphins that escorted us out of the dock were a great bonus! The sail was amazing, Captains were entertaining, sunset made the night, and the view of the lighthouse at night was beautiful! I will definitely do it again next time I go.

WONDERFUL SUNSET SAIL

Overall a great afternoon and a wonderful crew. A bit disappointed in the actual sail, after reviewing it in advertisement on web.

Nice crew boat was fine. Really boring in terms of the actual time on water we went back and forth pass the lighthouse multiple times. Felt like we were just waiting for the 90 minutes to pass. I could not honestly recommend this outing.

Hilton Head

End your day with a tranquil Dolphin Sunset Sail in Hilton Head, South Carolina. Let the coastal charm captivate you as you unwind aboard the 27-foot Stiletto Catamaran. Keep watch for playful dolphins and diverse wildlife as you cruise through the water. Immerse yourself in the unique salt marsh ecosystem, learning about its natural beauty and local history. Bring your favorite drinks and snacks to enjoy while witnessing the breathtaking sunset as the sky erupts in a vibrant display of colors. Book today for an unforgettable evening of relaxation, exploration, and coastal splendor.

Dolphin Sunset Sail

End your day with a tranquil Dolphin Sunset Sail in Hilton Head, South Carolina. Let the coastal charm captivate you as...

Salt Marsh Sailing

Enjoy a Dolphin Day Sail in Hilton Head, South Carolina! Watch out for some playful dolphins as well as diverse wildlife as you cruise through the water. Relax and immerse yourself in the unique salt marsh ecosystem, learning about its natural beauty, local history, and fascinating inhabitants. Sit back, unwind, and let the coastal charm of Hilton Head captivate you on this unforgettable sailing adventure. Book now and join in on a day filled with nature, relaxation, and maritime exploration!

Dolphin Day Sail

Enjoy a Dolphin Day Sail in Hilton Head, South Carolina! Watch out for some playful dolphins as well as diverse wildlife...

Experience the ultimate evening with a Sunset Fireworks Sail in Hilton Head, South Carolina. Enjoy a relaxing sunset sail aboard the 27’ Stiletto Catamaran, letting the coastal charm of Hilton Head mesmerize you. Keep watch for playful dolphins and diverse wildlife as you cruise through the water. Witness the stunning beauty of a Hilton Head sunset as the sky erupts in colors. Cap off the evening with an exhilarating firework show over Shelter Cove, perfectly synchronized with the twilight sky, creating a truly magical atmosphere. Don't miss this unforgettable combination of relaxation, exploration, and celebration! Book your experience today!

Sunset Fireworks Sail

Experience the ultimate evening with a Sunset Fireworks Sail in Hilton Head, South Carolina. Enjoy a relaxing sunset...

Join this jolly crew and cruise through Calibogue Sound to the head waters of the mighty Atlantic Ocean on this Hilton Head Dolphin Cruise. Be on the lookout for pods of Atlantic Bottlenose Dolphin as they swim, play and chase fish with the tide. All trips are narrated by your naturalist captain and dolphin sightings are guaranteed! See Harbour Town, South Beach, Daufuskie Island, Grendier Shoals, Tybee Lighthouse, Haig Point Lighthouse, Harbour Town Lighthouse, and more! Save your spot on this dolphin cruise if you’re looking for the best family-friendly activity in Hilton Head Island!

Hilton Head Daytime Dolphin Watch & Sightseeing Cruise

Join this jolly crew and cruise through Calibogue Sound to the head waters of the mighty Atlantic Ocean on this Hilton...

We happened upon an entire pod of dolphins that we followed for quite some time. They were fascinating to watch. I enjoyed the commentary regarding the history of the area. The boat ride was very relaxing.

View

I so enjoyed the sightseeing cruise. The staff and Captain were wonderful. Many places to sit, including an air conditioned area. We chose this cruise because they also have a bathroom. Snacks overpriced,  though. They take your picture before boarding that you can purchase. Thank you!

Loved it!

Great time- lots of dolphins - as a bonus, very educational !

Experience a roundtrip boat cruise from Broad Creek Marina to Daufuskie Island with this Daufuskie Island Ferry Trip. Disembark from Hilton Head and cruise about an hour one way, enjoying some cocktails and relaxation on the journey to Daufuskie Island's Freeport Marina. Once at the island, venture out on your own and enjoy dinner on the water, rent a golf cart, have some drinks, play cornhole, and just relax. You will have about 5 hours to hang out and relish in the beauty of the island. Different departure times and trip durations to choose from. Book your experience today!

Hilton Head to Daufuskie Island Roundtrip from Broad Creek Marina

Experience a roundtrip boat cruise from Broad Creek Marina to Daufuskie Island with this Daufuskie Island Ferry Trip....

Wonderful boat ride, interesting tour of Dufaskie Island, SC. A self guided tour.  Had a great time. Highly recommend everyone take this tour. Can't stop talking about it.
Denise

Took the 7hr trip, rented golf cart. First time there!
Great fun and loved the history.
Everything was ready for us!

Daufuskie trip

The Island was really cool and we had a great day the only thing that was a bummer about the day was how slow the golf carts went and it took a really long time to get anyone on the island because of how slow they are other than that good time

Fun trip

Island Head Broad Creek

Join the Vagabond II for a Hilton Head Sunset Dolphin Cruise through Calibogue Sound to the Atlantic Ocean. Watch the sun set while spotting playful pods of Atlantic Bottlenose Dolphins. Your naturalist captain will narrate the journey, with dolphin sightings guaranteed! Enjoy views of Harbour Town, South Beach, Daufuskie Island, and iconic lighthouses. This is the perfect family-friendly activity in Hilton Head Island—reserve your spot today!

Harbour Town Sunset Dolphin Cruise

Join the Vagabond II for a Hilton Head Sunset Dolphin Cruise through Calibogue Sound to the Atlantic Ocean. Watch the...

Awesome!!!!

The sunset dolphin cruise was my favorite part of our whole vacation. It felt magical. It was a wonderful experience.

A wonderful experience

It was a family trip with 2 teens. Checked the weather ahead and booked. Online booking, confirmation and instructions were flawless. Luckily found parking near by. Checkin and boarding was on time. Captain gave good information about the island, Dolphins and surrounding areas. All in all had a great time. Definitely recommend 

Had a great time

Set out on a blissful daytime cruise aboard a 2020 14 Passenger C-Hawk. Take in the beauty of the low county as you cruise its water. Keep an eye out for dancing dolphins among the waves. Best of all, the boat has space to accommodate parties and large groups, such as families, a friend gathering, bachelor or bachelorette parties, team bonding, and so much more! Gather up your friends and family and get down to the docks today for your Hilton Head Dolphin Tour!

Hilton Head Dolphin Tour

Set out on a blissful daytime cruise aboard a 2020 14 Passenger C-Hawk. Take in the beauty of the low county as you...

Our guide Devin was great! She had interesting stories about the dolphins and knew the best spots to find them!

Lots of Fun!!

Everything was great and the captain was super nice and informative.

Great

Devon was such a wonderful tour guide. She took extra care to make sure we saw dolphins. She also had interesting facts about the area. It was a great time.  We will definitely do this tour again!!!

Dolphin tour

Experience shrimping on Hilton Head Island with this Trawling Expedition aboard the Tammy Jane. Join the crew for a lowcountry adventure where you will learn about local shrimping and how a working shrimp boat operates. Participate in sorting the day’s catch and discover the preparation involved in bringing shrimp to your table. This unique experience offers insights into the Hilton Head shrimping industry, making it perfect for guests of all ages. Don’t miss this chance for a hands-on, educational outing!

Hilton Head Shrimp Trawling Expedition

Experience shrimping on Hilton Head Island with this Trawling Expedition aboard the Tammy Jane. Join the crew for a...

This was a wonderful excursion of relaxing and learning about the shrimp industry. The crew were terrific and friendly. We all were able to help with the showing when time came for cleaning the haul! Family friendly and informative, as well as taking a part of the catch home for eating

So fun!

Very interesting and interactive experience, learning about the shrimping industry and experiencing the process first hand with a small boat, crew and guests. We netted about 6-7 pounds of shrimp, prepared them for cooking and each group took home about a pound each. Nice time! Thanks to Captain Spike and mate Chase....

Something Different

The crew were friendly and informative, and we were lucky enough to come home with enough shrimp to feed four people 

Shrimp trawling

Hop aboard this Hilton Head Island Dolphin Tour and cruise the scenic waterways off the beautiful South Carolina coast. Join a fully narrated dolphin tour where you are sure to be entertained as your guides point out historic landmarks, scenic views, and of course, the beloved Atlantic bottlenose dolphins. Observe these playful dolphins in their natural habitat as you cruise through the calm water. Learn about their behaviors, feeding habits, and more. This tour is perfect for nature lovers, young and old. Join this exciting dolphin tour around Hilton Head. Book your trip today!

Hilton Head Island Dolphin Tour

Hop aboard this Hilton Head Island Dolphin Tour and cruise the scenic waterways off the beautiful South Carolina coast....

Spike and Paige were absolutely wonderful! Loved the whole trip. It was enjoyable and we saw so many dolphins. I am a professional photographer, and I got a wealth of content.  The weather was excellent and   company I'd definitely book again!

The.Best.Time.

We really enjoyed the cruise and we were able to see a large pod of of dolphins .

Dolphin Cruise

Our family enjoyed our Dolphin Cruise. Kate and Jackie did a great job and we're very knowledgeable and welcoming! I recommend using them for your Dolphin Cruise!

Lowcountry Watersports

Drive your own mini boat while your experienced guide leads you to the best places for spotting dolphins. These super fun and comfortable mini boats are easy to drive and can fit up to 4 people. The tour is designed to show you Hilton Head's sights while driving your mini boat, learn more about the local area, wildlife, and ecosystem. These boats are fun, super comfortable, safe, and above all easy to drive! This is an excellent way to get up to 4 people out on the water for an experience you won’t forget! Book today!

Guided Mini Boat Dolphin Tour

Drive your own mini boat while your experienced guide leads you to the best places for spotting dolphins. These super...

Cool guys guides and trip around the island with history tells

Great experience!!

There's nothing quite like a Hilton Head sunset, surrounded by sea grasses and vibrant oranges and reds. Depart just before the light fades into the water and catch the low country with a different hue. Cruise by Hilton Head's finest homes nestled away in gated communities as you admire the area wildlife and marine life. You may even get lucky and see a local dolphin or two. Add one more noteworthy experience to your Hilton Head vacation, book your Hilton Head Sunset Cruise from Broad Creek!

Sunset Celebration Cruise

There's nothing quite like a Hilton Head sunset, surrounded by sea grasses and vibrant oranges and reds. Depart just...

We had an awesome cruise! Great evening, William and Steve were very friendly and informative. The music and dancing were an added bonus. We will definitely do this again!

Sunset cruise

Embark on a Historic Savannah Cruise from Hilton Head Island aboard The Spirit of Harbour Town, the island's only air-conditioned passenger vessel. Enjoy coffee or your favorite drink as you travel at 23 knots, avoiding the hassle of driving and parking in Savannah’s historic district. Once docked at River Street, hop on a trolley for a comfortable tour of Factor's Walk and the historic district, featuring beautiful Antebellum homes and famous squares. Shop, sightsee, and find a restaurant for lunch. Experience Savannah in style—book your cruise today!

Historic Savannah Cruise from Hilton Head Island

Embark on a Historic Savannah Cruise from Hilton Head Island aboard The Spirit of Harbour Town, the island's only...

This trip was so nice and peaceful.  We will definitely do this again on a future trip.

Great trip

The AMAZING Captain and crew were friendly and informative.  We has a wonderful day boating to Savannah and back. Drinks went down easy on way back to Harbor Town Recommend  Ole Town Trolley to tour Savannah. All districts are covered. Beautiful place with tons  of history. This excursion was recommended to my family and we will recommend it in future

Hard to please Northerner

The boat ride thru the delta channels was really amazing. The captain & the crew all need a bonus when they finish a season in those narrow channels without getting delayed on sand bars. 
Very cool.

Afternoon Sail from Hilton Head Island

Location Youʹll Explore

Afternoon Sail from Hilton Head Island

Buy a gift card, choose a date later

Don't take our word for it

Plan Ahead & Save Up to 20% with Exclusive Savings From TripShock