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

Sailing 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

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...

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 !

Nice boat trip 
Saw dolphins but most too far away to see 
All in all good day

Day trip with girls

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. Don't miss your chance to see Daufuskie on this roundtrip ferry experience! Book 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

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 friends 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

End your day in a beautiful way on this Sunset Cruise on Hilton Head Island. See the true beauty of the low country on this journey that will take you around the waterways of Hilton Head while looking for the majestic Atlantic bottlenose dolphins and other wildlife. Watch the sunset with the salt marshes on the horizon with your favorite crew! Don't miss out on this sunset cruise to remember! Book your spot today!

Sunset Cruise on Hilton Head Island

End your day in a beautiful way on this Sunset Cruise on Hilton Head Island. See the true beauty of the low country on...

It was incredible between the wealth on knowledge of our on boat host & an incredible boat captain

We had a great time on the sunset cruise.  Very interesting and informative.  The tour guides were personable and knowledgeable providing great insight.  The dolphins were amazing too!

Great Sunset cruise

We had a great time on our sunset dolphin-watching cruise, and the dolphins certainly did not disappoint.  Our guide was very personable, welcoming, and knowledgeable.  Only negative was that the check-in was a bit confusing, as the signage wasn't quite clear and we were waiting dockside to check-in, but the check-in was actually in a building before the parking lot.

Good

Mermaid of Hilton Head

All aboard this Historic Savannah Cruise from Hilton Head Island. Travel in luxury aboard Hilton Head Island’s only air-conditioned and heated passenger vessel, The Spirit of Harbour Town. Enjoy coffee, hot chocolate, or your favorite beverage from the full service snack bar on your way to Savannah. The Spirit travels 23 knots providing a fast, stable ride without the worries of driving or having to find parking in Savannah’s bustling historic district. Dock and disembark at River Street, hop on a trolley and enjoy Savannah from the comfort of a climate-controlled car with open aired top deck. Tour the buildings and shops of Factor's Walk, the old cotton merchant houses. Continue into the historic district and see the restored Antebellum homes, squares, fountains and churches made famous in many popular movies. Shop, sightsee, take a trolley tour, and find a restaurant for lunch. See Historic Savannah in style on this cruise from Hilton Head Island. Book today!

Historic Savannah Cruise from Hilton Head Island

All aboard this Historic Savannah Cruise from Hilton Head Island. Travel in luxury aboard Hilton Head Island’s only...

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.

Well worth it.

We had a great time! Captain and staff were great!! We would do it again. Loved Savanah and the Trolley Tour as well!!

Ferry to Savanah

Go shrimping on Hilton Head Island with this 2 hour Trawling Expedition. Join the crew of the Tammy Jane for a lowcountry kind of day. You will have the opportunity to learn about the local shrimpers and how a working shrimp boat operates. You will take part in sorting out the day’s catch, and the preparation it takes to bring the shrimp to your tables at home. This is a unique opportunity for guests of all ages to get the inside details of the Hilton Head shrimping industry.

Hilton Head Shrimp Trawling Expedition

Go shrimping on Hilton Head Island with this 2 hour Trawling Expedition. Join the crew of the Tammy Jane 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

The Hilton Head Island Dolphin Experience Boat Tour is a 75 minute long adventure that includes comfortable seating and optimal views. This tour is an opportunity to see dolphins passing through Hilton Head waters which is a great time for all ages! Dolphin sightings are so much fun and this trip takes dolphin watching to a new level. The tour guide knows most of the local dolphins by name and will introduce you to them as you come across them. The Captain and crew will teach you how to tell them apart and you will also learn about bottlenose dolphins as a species. This is a must do if you are planning a family vacation full of fun, magic, and education. Book your tickets today!

Hilton Head Island Dolphin Experience Boat Tour

The Hilton Head Island Dolphin Experience Boat Tour is a 75 minute long adventure that includes comfortable seating and...

Such a great tour! Guides were great! Kids loved it!!!

Dolphins!!!

Join the crew of the Vagabond II and cruise through Calibogue Sound to the head waters of the mighty Atlantic Ocean on this Hilton Head Sunset Dolphin Cruise. Watch the sun slip from the sky as you keep an eye out 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!

Harbour Town Sunset Dolphin Cruise

Join the crew of the Vagabond II and cruise through Calibogue Sound to the head waters of the mighty Atlantic Ocean on...

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

The crew were all very nice & knowledgable, this was a very family friendly experience! My young son & toddler both really enjoyed the boat ride & getting to see dolphins! Unfortunately the weather ended up not being great, a little rain never stops us from having fun but the lightning & thunder as we heading back was a bit scary! Overall we had a lot of fun & would recommend this to others!

Family fun

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....

Our experience was fantastic! The captain and co captain was amazing! The names of the girls that did our tours was sierra and kate! They were great! Highly recommend this tour! We saw so many dolphins!!

Dolphin tour review

Captain Kate was wonderful. She knew a great spot for watching dolphins. First mate Sierra was very enthusiastic and knowledgeable. My husband and I enjoyed our cruise and will definitely book another one in the future.

Dolphin Tour

Our guide and captain did a great job especially with our kids. Lots of fun info about Hilton Head and we saw a ton of dolphins. Thanks!

Great Time

Lowcountry Watersports

Hop aboard for a short ride across the Calibogue Sound and see everything the island has to offer. See the historic Haig Lighthouse and maybe even see some dolphins and sting rays too. When you arrive, check out the General Store where you can rent a golf cart then take in lunch at one of the local seafood restaurants. It's your day, see Daufuskie your way. If you're not into renting a golf cart, bring your own bikes aboard at no additional cost. Departing from Harbour Town don't miss the boat to Daufuskie Island for a few hours of exploring and fun!

Daufuskie Island Ferry from Hilton Head Island

Hop aboard for a short ride across the Calibogue Sound and see everything the island has to offer. See the historic Haig...

It was great! Wish I had a little more time to explore historic sites on the island.

The map provided while on the island was difficult to follow. Seems it needs to be updated and made more reader-friendly. It was frustrating trying to follow the map.  This made it harder to get to desired sites and get back to the dock for a meal and re-boarding on the ferry on time..

Review of Ferry Ride to Daufuskie Island

Nice day—great boat ride—professional staff.

Ferry

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...

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. Watch the night sky illuminated with a fireworks display to remember. Add one more noteworthy experience to your Hilton Head vacation, book your Fireworks Cruise Departing from Broad Creek Marina.

Fireworks Cruise Departing from Broad Creek Marina

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

We enjoyed the sunset and fireworks cruise. The vessel was very clean and new. Enjoyable.

Nice vessel, friendly crew

Get the kiddos ready for an adventure aboard the Black Dagger, the most decorated pirate ship in all of Hilton Head's Calibogue Sound. The little ones will be transformed into real pirates with tattoos, face paint, and pirate attire before boarding the pirate ship in search of treasure on the high seas. Encounter Stinky Pete, the stinkiest, smelliest pirate thief of the treasure key! Take aim on one of the high pressure water cannons to defeat old Stinky Pete then claim the pirate loot. Don't miss out on yerr shot for a real pirate adventure! Book today!

Hilton Head Family Pirate Cruise

Get the kiddos ready for an adventure aboard the Black Dagger, the most decorated pirate ship in all of Hilton Head's...

Pirates HHI

Experience a fun-filled dolphin cruise off the coast of Hilton Head Island. Learn about the local ecosystem from expert guides as you glide through the serene waters. Keep your eyes open for the vibrant array of other wildlife that populates these waters and shoreline. Stop at Disappearing Island at low tide and observe unique shells, starfish, and sand dollars. Sit back and relax in the comfort of a small covered boat. This family-friendly tour is perfect for all ages, especially nature lovers looking to see a whole new side of Hilton Head Island! Book your trip today!

Disappearing Island Dolphin Tour

Experience a fun-filled dolphin cruise off the coast of Hilton Head Island. Learn about the local ecosystem from expert...

Relaxing ride with Jack and Dawn! We really enjoyed the many dolphins, our time on the island, and the banter in the boat. 

If you are looking for a fun Hilton Head kids activity then look no further! Join Pinky Plankton and Sailor Scruffy as they take you and your family on a journey through the waters around Hilton Head to find Mermaid Nina. Along the way you will see birds and other low country wildlife as you journey to find the Mermaid of Hilton Head. When you find her, she will swim right up to the boat and talk to everyone about the ocean, Hilton Head wildlife, and answer all of your mermaid questions! At the end of the tour, you will earn your O’fish’al Ocean Ambassador badge that you can take home with you. This is a must do if you are planning a family vacation full of fun, magic, and education. Book your tickets today!

Mermaid Encounter Boat Tour

If you are looking for a fun Hilton Head kids activity then look no further! Join Pinky Plankton and Sailor Scruffy as...

It was educational and fun. My daughter loved everything about it and could not stop talking it when we got back

Awesome for my 5 year old

Take in the spectacular sights of a full moon in all its lunar glory from the water on this Hilton Head Full Moon Cruise. Depart just after sunset to enjoy a slow and steady meandering looking at the beauty of the low country. Cruise the coastline and experience the beautiful homes, wildlife, and maybe even a dolphin if you are feeling lucky! Cruise runs twice a month, so don't miss your chance to take in an impressive low country full moon with your favorite crew. Book today!

Hilton Head Full Moon Cruise

Take in the spectacular sights of a full moon in all its lunar glory from the water on this Hilton Head Full Moon...

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

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

Experience an unforgettable dining experience with this Sunset Hibachi Dinner Cruise. See Hilton Head Island, South Carolina as you cruise the lowcountry's waterways. Take in the natural beauty that surrounds you as you watch skilled chefs prepare your meal right before your eyes! Indulge in delicious hibachi-style cuisine as the sun sets into the water, providing an unforgettable backdrop for your dining experience. Sit back, relax, and soak in the beauty of Hilton Head Island while savoring every bite of your meal. Do not miss this chance to create unforgettable memories with your loved ones on this Sunset Hibachi Dinner Cruise. Book today!

Sunset Hibachi Dinner Cruise

Experience an unforgettable dining experience with this Sunset Hibachi Dinner Cruise. See Hilton Head Island, South...

Afternoon Sail from Hilton Head Island

Afternoon Sail from Hilton Head Island

Buy a gift card, choose a date later

Don't take our word for it