The waters around Hilton Head Island provide excellent opportunities for boat excursions. Daily dolphin-watching trips (90 minutes) run during daylight and sunset hours, offering reliable wildlife sightings. For independence-minded travelers, private pontoon rentals come equipped with modern navigation tools. The morning donut cruise and pirate-themed adventures are smart picks for families with children – both entertaining and educational. Shrimp trawling excursions give an authentic taste of local maritime culture, while eco-tours showcase the island’s rich coastal environment. Sunset dinner cruises round out the evening with memorable harbor views.
We especially appreciate the dolphin tours for their knowledgeable naturalists and the eco-tours for providing intimate looks at the barrier island ecosystem.
Let’s explore the best boat tours worth your time and money.
Key Points
- Hilton Head Island offers a variety of dolphin watching and nature cruises, ranging from 1.5-hour daytime tours to 2-hour cruises with fireworks displays.
- Private boat rentals, including luxury pontoon boats and private charters, provide customizable and exclusive experiences on the water.
- Unique water-based activities like pirate ship adventures, shrimp trawling cruises, and guided eco-tours offer diverse and educational experiences.
- Sunset cruises, including dinner cruises, allow visitors to enjoy the scenic beauty of Hilton Head’s coastline while dining or spotting dolphins.
- Many cruises are family-friendly, with accessible features and activities catered to different age groups, making them suitable for all travelers.
Americas Cup 12-Meter Yacht Afternoon Sail From Hilton Head
For an unforgettable afternoon on the water, embark on the Americas Cup 12-Meter Yacht Sail from Hilton Head.
You’ll enjoy a 90-minute sail with the opportunity to participate as a crew member. Take in the beautiful low-country views with a maximum capacity of 20 passengers.
The activity departs from the Vagabond Cruise reservation office near Harbour Town Lighthouse, with a return to the same point. Priced at €51.02 per person, the experience includes beverages for purchase during the sail.
While not wheelchair accessible, the sail is open to all ages and suitable for those with a moderate fitness level.
With 418 reviews and a 4.5-star rating, this is a highly recommended activity.
Read our full review: Americas Cup 12-Meter Yacht Afternoon Sail From Hilton Head Review
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Hilton Head: Sunset or Daytime Dolphin Watching Cruise
Enjoy the beauty of Hilton Head Island’s coastal waters with a Sunset or Daytime Dolphin Watching Cruise.
Choose from several options, including a 1.5-hour Daytime Dolphin Watching Boat Tour ($39.99), a 1.5-hour Sunset Dolphin Cruise ($47.65), or a 2-hour Dolphin Tour at Sunset & Fireworks Show ($79.00).
With high ratings between 4.5-4.8 and hundreds of positive reviews, these cruises offer an unforgettable opportunity to spot dolphins in their natural habitat.
Whether you prefer a daytime or evening excursion, these tours provide a close-up look at Hilton Head’s marine life and breathtaking scenery.
Read our full review: Hilton Head: Sunset or Daytime Dolphin Watching Cruise Review
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Hilton Head Island Dolphin Boat Cruise
Why not embark on an unforgettable journey with the Hilton Head Island Dolphin Boat Cruise? This 90-minute excursion offers a guaranteed dolphin sighting, led by a United States Coast Guard licensed captain and narrated by a local guide.
Observe a variety of bird species and learn about the island’s history and wildlife. With a maximum of 45 travelers per tour, you’ll enjoy an intimate experience.
The cruise is family-friendly and accessible, with stroller access and service animals allowed. Reviewers rave about the crew’s professionalism and the abundance of dolphin sightings.
At just $39.99 per person, it’s a must-do activity during your Hilton Head Island visit.
Read our full review: Hilton Head Island Dolphin Boat Cruise Review
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2 Hour 22 Ft. Luxury Pontoon Private Hilton Head Boat Rental
Elevating your Hilton Head Island experience, the Hour 22 Ft. Luxury Pontoon Private Hilton Head Boat Rental offers a unique way to explore the island at your own pace.
At $347.75 per group (up to 12 people), this 2-hour rental provides luxury and comfort with features like a full-size captain’s chair, Bluetooth sound system, and power steering.
You can cruise around the island, anchor in quiet coves, or visit popular sites like the Daufuskie Island Lighthouse and Harbourtown.
The boat is wheelchair accessible, and a dock team assists with launching and returning.
While gas isn’t included, the average cost is $10 per hour of operation.
Enjoy the freedom to customize your Hilton Head adventure.
Read our full review: 2 Hour 22 Ft. Luxury Pontoon Private Hilton Head Boat Rental Review
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Hilton Head Pirate Ship Adventure Sail Aboard the Black Dagger
Set out on a swashbuckling adventure aboard the Black Dagger pirate ship, where you’ll transform into a fearless pirate during this 90-minute cruise around Hilton Head Island.
Designed for families, this experience provides children with pirate costumes, face paint, and temporary tattoos, as well as pirate lessons.
Sail the high seas, hunting for treasure and defeating the rival pirate, Stinky Pete, using water cannons.
Refuel with “Pirate Grog” (Peach Tea) as you learn about the interactive activities.
With a 97% recommendation rate and a Badge of Excellence, this pirate adventure offers a memorable experience for the entire family.
Read our full review: Hilton Head Pirate Ship Adventure Sail Aboard the Black Dagger Review
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2 Hour Private 24 Ft. Luxury Pontoon Hilton Head Boat Rental
Unlock a new way to explore Hilton Head Island with the 24 Ft. Luxury Pontoon Boat Rental. From $401.25 per group, you can enjoy a 2-hour private cruise with up to 15 people.
Discover the island’s highlights, including the Daufuskie Island Lighthouse, sandbar, and fishing holes. This pontoon boat features a full-size captain’s chair, Bluetooth connectivity, power steering, and a retractable sunshade for your comfort.
Voted the Best of Hilton Head year after year, this rental combines luxury, style, and function for an unforgettable experience.
With free cancellation and a “reserve now, pay later” option, it’s easy to plan your perfect day on the water. Don’t miss this opportunity to explore Hilton Head in style.
Read our full review: 2 Hour Private 24 Ft. Luxury Pontoon Hilton Head Boat Rental Review
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Hilton Head Island Guided Water Tour by Creek Cat Boat
Explore Hilton Head Island’s captivating waterways aboard the Creek Cat Boat, a guided eco-tour that showcases the island’s natural beauty and diverse wildlife.
During this 2-hour excursion, you’ll visit iconic sites like Harbour Town and Daufuskie Island while keeping an eye out for egrets, eagles, ospreys, otters, and dolphins.
The tour’s knowledgeable guides provide historical context and insights into the local ecosystem. Guests praise the scenic views, engaging wildlife, and fun boat maneuvering, though some report rough waters affecting comfort.
With a maximum of 20 travelers, this tour offers an intimate, interactive experience on the water. Minimum age is 5 years, and weight limit is 250 lbs per passenger.
Read our full review: Hilton Head Island Guided Water Tour by Creek Cat Boat Review
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Hilton Head Yacht Charter: 80-Foot Top Shelf Motor Yacht
Why not experience Hilton Head Island from a whole new perspective aboard the 80-foot Top Shelf motor yacht?
This luxurious private charter offers a truly unique way to explore the area’s stunning waterways. With a capacity of up to 14 guests, you’ll enjoy a spacious, well-appointed vessel with ample room to relax and take in the views.
Whether you’re planning a special occasion, corporate event, or just want to cruise in style, this yacht charter provides an unforgettable experience.
At $529 for a 2-hour private tour, it’s a premium offering that delivers exceptional value. With a 5-star rating, you can trust this will be a highlight of your Hilton Head visit.
Read our full review: Hilton Head Yacht Charter: 80-Foot Top Shelf Motor Yacht Review
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Hilton Head Shrimp Trawling Boat Cruise
For a truly unique and immersive experience on Hilton Head Island, consider the Hilton Head Shrimp Trawling Boat Cruise.
This 2-hour activity takes you on a journey to explore the local shrimping and fishing industry. You’ll get to see a shrimp trawl in action, catch shrimp and fish, and sort the day’s catch.
The cruise also offers stunning landscape views and the possibility to take home some of the fresh seafood. With a 90% recommendation rate and a Badge of Excellence, this tour is perfect for families and anyone interested in learning about the region’s marine life and ecosystem.
Just remember to bring cash for the Sea Pines Resort entry fee.
Read our full review: Hilton Head Shrimp Trawling Boat Cruise Review
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3 Hour 22 Ft. Luxury Pontoon Private Hilton Head Boat Rental
If you’re looking to experience Hilton Head Island from a different vantage point, the 22 Ft. Luxury Pontoon Private Hilton Head Boat Rental is an excellent choice.
This 3-hour private boat tour allows you to explore the island’s waterways with up to 12 people. The pontoon boasts top-notch features like a full-size captain’s chair, Bluetooth, and a large touch screen Garmin GPS.
You’ll have the freedom to visit destinations like the Daufuskie Island Lighthouse, sandbars, and fishing holes.
With free cancellation and no upfront payment required, this family-owned and operated boat rental is both convenient and highly reviewed.
Just be mindful of the additional gas costs during your journey.
Read our full review: 3 Hour 22 Ft. Luxury Pontoon Private Hilton Head Boat Rental Review
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2-Hour Private Hilton Head Dolphin Watching Cruise
The 2-Hour Private Hilton Head Dolphin Watching Cruise offers an unparalleled opportunity to witness the captivating marine life of Hilton Head Island.
With 270 reviews and a 100% recommendation rate, this cruise showcases the island’s natural wonders, including sightings of Atlantic bottlenose dolphins and bald eagles.
Aboard a private vessel, you’ll explore Harbour Town Lighthouse and Daufuskie Island, all while enjoying the flexibility of customizable cruise times.
The cruise is suitable for families and friends, with food and drinks welcome aboard.
While gratuity isn’t included, the overall experience is highly praised for its personalized service, safety, and comfort.
Don’t miss this chance to create lasting memories on the waters of Hilton Head.
Read our full review: 2-Hour Private Hilton Head Dolphin Watching Cruise Review
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3 Hour 24 Ft. Luxury Pontoon Private Hilton Head Boat Rental
Seeking a more personalized boating experience on Hilton Head Island? Consider the 3-hour private pontoon boat rental.
For $561.75, your group of up to 15 can cruise the waters on a luxurious 2024 Bennington pontoon. Boasting Bluetooth, power steering, and a Garmin GPS, this boat offers comfort and convenience.
Explore destinations like the Daufuskie Island Lighthouse and Skull Creek Boat House, or simply relax on the sandbar.
With over a decade of experience, this family-owned company provides exceptional service and safety. Wheelchair accessibility and free cancellation 24 hours in advance add to the convenience.
While gas isn’t included, the dock team assists with launching and returning the boat, making this a seamless and memorable experience.
Read our full review: 3 Hour 24 Ft. Luxury Pontoon Private Hilton Head Boat Rental Review
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2-Hour Private Hilton Head Sunset Cruise
Embark on an enchanting 2-hour private sunset cruise around Hilton Head Island, offering a serene and intimate experience.
With a 5.0 rating from 238 reviews, this private tour promises a memorable journey, complete with sightings of dolphins, stingrays, bald eagles, and blue herons.
Enjoy personalized music, informative narration, and interactive encounters with the local wildlife as you sip on alcoholic beverages and savor snacks or a full dinner.
Praised for their knowledge and friendliness, the captains, including Dave, Mike, and Neil, will ensure your cruise is nothing short of exceptional.
Flexible booking options and a generous cancellation policy make this sunset cruise a must-do activity during your time in Hilton Head.
Read our full review: 2-Hour Private Hilton Head Sunset Cruise Review
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4 Hour 22 Ft. Luxury Pontoon Private Hilton Head Boat Rental
Explore Hilton Head Island’s picturesque waterways in style with a 4-hour private rental of a 22-foot luxury pontoon boat.
For £524.49, you and up to 11 others can enjoy a comfortable and stylish experience on the water.
The boat features a full-size captain’s chair, Bluetooth sound system, power steering, and a retractable sunshade.
Swim off the boat’s ladder or use the large touch screen Garmin GPS/Pathfinder to navigate to local highlights like the Harbourtown Lighthouse.
With free cancellation and the option to pay later, this private boat rental is the perfect way to make the most of your time in Hilton Head.
Read our full review: 4 Hour 22 Ft. Luxury Pontoon Private Hilton Head Boat Rental Review
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Hilton Head Sunset Dolphin Watching Cruise
For a truly unforgettable sunset experience, join the Hilton Head Sunset Dolphin Watching Cruise. This 90-minute sightseeing cruise departs from the Harbour Town Yacht Basin, offering maximum capacity for 140 travelers.
Spot the iconic Atlantic bottlenose dolphins and bask in the spectacular low-country views, including the Haig Point lighthouse. The on-board naturalist will share fascinating insights about the dolphins and the surrounding area.
While the cruise may face weather challenges, guests consistently report enjoying the relaxing atmosphere and knowledgeable crew.
With wheelchair accessibility, stroller access, and infant seats available, this cruise is an excellent option for the whole family.
Priced at $47.65 per person, the Hilton Head Sunset Dolphin Watching Cruise is a must-try activity during your time on the island.
Read our full review: Hilton Head Sunset Dolphin Watching Cruise Review
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4 Hour 24 Ft. Luxury Pontoon Private Hilton Head Boat Rental
Looking to elevate your Hilton Head Island experience? Consider the 4-hour luxury pontoon boat rental. Priced from $675 for up to 15 people, this family-owned operation boasts hundreds of five-star reviews.
Climb aboard the 2024 Bennington pontoon, featuring a full-size captain’s chair, Bluetooth, power steering, and more. Cruise to destinations like Daufuskie Island Lighthouse and Harbourtown, with the option to stop at a sandbar or Skull Creek Boat House.
While gas isn’t included, the $10/hour average cost is a small price to pay for a private group experience. With free cancellation and no upfront payment required, reserving this luxury pontoon has never been easier.
Read our full review: 4 Hour 24 Ft. Luxury Pontoon Private Hilton Head Boat Rental Review
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Hilton Head Island Dolphin Watching Nature Cruise
Seeking a chance to learn about Hilton Head’s natural wonders? The Hilton Head Island Dolphin Watching Nature Cruise offers a 90-minute sightseeing adventure.
Departing from Harbour Town Yacht Basin, this cruise takes you to witness dolphins in their natural habitat. With a maximum capacity of 140 travelers, you’ll enjoy frequent dolphin sightings and scenic views of the low-country and Haig Point Lighthouse.
Adult beverages are available for purchase. The cruise is wheelchair accessible, and you can bring your stroller and service animal.
Do note the $9 per vehicle entry fee to Sea Pines Resort. Should the weather be unfavorable, the cruise is subject to cancellation with options for alternative dates or refunds.
Read our full review: Hilton Head Island Dolphin Watching Nature Cruise Review
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5 Hour 22 Ft. Luxury Pontoon Private Hilton Head Boat Rental
Enjoy a 5-hour private boat rental on a luxury 22-foot Bennington pontoon, perfect for groups of 8 or more seeking to explore Hilton Head’s scenic waterways.
This family-owned and operated rental, voted Best of Hilton Head annually, offers a worry-free experience with free cancellation and a reserve-now-pay-later option.
Cruise to destinations like the Daufuskie Island Lighthouse, sandbars, and Skull Creek Boathouse, while enjoying features like a full-size captain’s chair, Bluetooth, power steering, and a large Garmin GPS.
At $775.75 per group, this boat rental is an excellent way to create lasting memories on the water.
Just watch out for the $10 per hour gas charge.
Read our full review: 5 Hour 22 Ft. Luxury Pontoon Private Hilton Head Boat Rental Review
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90 Minute Hilton Head Sunset Dolphin Cruise
If you’re looking to cap off your day on Hilton Head Island with a memorable experience, consider joining the 90-minute Hilton Head Sunset Dolphin Cruise.
Operated by Outside Hilton Head, this cruise offers the chance to see dolphins, including mothers with calves, against the stunning backdrop of a Hilton Head sunset.
The knowledgeable captains will provide insights into the local wildlife, history, and geography, making it an educational experience.
While the vessel is comfortable, it’s not wheelchair accessible.
With a maximum of 49 travelers, the cruise has received excellent reviews, with 99% of travelers recommending it.
Just be mindful that some guests felt the experience was a bit rushed or crowded, with limited dolphin sightings.
Read our full review: 90 Minute Hilton Head Sunset Dolphin Cruise Review
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5 Hour 24 Ft. Luxury Pontoon Private Hilton Head Boat Rental
Hilton Head Island’s premier private boat rental experience, the 24 Ft. Luxury Pontoon, offers a unique way to explore the island’s waterways.
Boasting a capacity of up to 15 people, this boat is perfect for larger groups seeking a luxurious adventure.
Featuring modern amenities like Bluetooth, power steering, and a large touchscreen Garmin GPS, you’ll have everything you need to navigate the scenic destinations.
Spend 5 hours cruising to the Daufuskie Island Lighthouse, sandbar, and Skull Creek Boat House, all while enjoying the island’s breathtaking views.
With a family-owned company, new boats, and exceptional customer service, this private rental is the ultimate way to experience Hilton Head by water.
Read our full review: 5 Hour 24 Ft. Luxury Pontoon Private Hilton Head Boat Rental Review
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Hilton Head Sunset Dinner Cruise
Regularly setting sail from Harbour Town Lighthouse, the Hilton Head Sunset Dinner Cruise invites you to experience the island’s picturesque waterways during the golden hour.
Over the course of approximately 2 hours, you’ll savor a 3-course meal featuring a variety of entree options, including blackened Mahi Mahi, roasted chicken, and vegan pasta primavera.
With a maximum capacity of 80 passengers, you can expect attentive service and ample space to take in the stunning sunset views.
While gratuities and drinks are additional, the cruise’s 4.5-star rating from 104 reviews suggests a memorable experience, from the delicious food to potential dolphin sightings along the way.
Read our full review: Hilton Head Sunset Dinner Cruise Review
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6 Hour 22 Ft. Luxury Pontoon Private Hilton Head Boat Rental
For those seeking a more private and customizable way to explore Hilton Head Island’s picturesque waterways, the 22-Ft. Luxury Pontoon Private Hilton Head Boat Rental is an excellent choice.
The rental offers a 6-hour excursion aboard a well-equipped pontoon boat that can accommodate up to 12 people. Highlights include a full-size sun shade, Bluetooth speaker system, and large Garmin GPS to navigate pre-marked destinations like the Daufuskie Island Lighthouse and local fishing spots.
With free cancellation and a “reserve now, pay later” option, this boat rental provides the flexibility to create your ideal Hilton Head water adventure. Rent this pontoon boat for your group and discover the island from a unique perspective.
Read our full review: 6 Hour 22 Ft. Luxury Pontoon Private Hilton Head Boat Rental Review
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90 Minute Hilton Head Dolphin and Nature Cruise
Offering a more intimate and educational way to explore Hilton Head Island’s serene waterways, the 90 Minute Hilton Head Dolphin and Nature Cruise invites you to encounter the island’s diverse wildlife.
With a maximum of 49 travelers, you’ll enjoy personalized attention from knowledgeable captains who share insights into the local ecosystem. Spot dolphins, birds, and other marine life as you cruise along the coast.
The tour’s accessibility and family-friendly nature make it a great choice for all ages. While dolphin sightings aren’t guaranteed, the captains’ historical knowledge and guests’ overall positive experiences make this cruise a highlight of any Hilton Head vacation.
Read our full review: 90 Minute Hilton Head Dolphin and Nature Cruise Review
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6 Hour 24 Ft. Luxury Pontoon Private Hilton Head Boat Rental
Seeking a more personalized and flexible way to explore Hilton Head Island’s picturesque waterways? Consider the Hour 24 Ft. Luxury Pontoon Private Hilton Head Boat Rental.
This family-owned company, voted Best of Hilton Head year after year, offers a 6-hour cruise around the island on a new 2024 pontoon boat that can accommodate up to 15 people – the largest rental on the island.
Enjoy features like a full-size captain’s chair, Bluetooth, power steering, and a large touchscreen Garmin GPS. Your flexible itinerary can include destinations like the Daufuskie Island Lighthouse and Harbour Town.
With free cancellation and a pay later option, booking this unique experience is a breeze.
Read our full review: 6 Hour 24 Ft. Luxury Pontoon Private Hilton Head Boat Rental Review
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Hilton Head Morning Dolphins & Donuts Cruise
If you’re looking to start your day in Hilton Head on a delightful note, the Hilton Head Morning Dolphins & Donuts Cruise is a must-try.
This 90-minute boat ride offers the chance to spot dolphins, enjoy fresh donuts, and learn from a local guide. Priced from $59 per person, the cruise accommodates up to 45 travelers and boasts a 95% recommendation rate.
You’ll be picked up and dropped off at a convenient meeting point, with all gratuities included. While it’s not wheelchair accessible, the cruise is stroller-friendly and open to most travelers.
Just be aware that the beverage options may not match the advertising. This cruise promises an educational and family-friendly experience.
Read our full review: Hilton Head Morning Dolphins & Donuts Cruise Review
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The Sum Up
You’ll find plenty of exciting cruise and boat tour options in Hilton Head Island to suit your interests. From dolphin watching and sunset cruises to private pontoon rentals and pirate ship adventures, there’s something for all. Whether you’re looking for a quick tour or a full day on the water, Hilton Head has the perfect boat experience waiting for you.