Hilton Head Island stands out as a prime destination for boat tours, thanks to its calm waters, abundant wildlife, and scenic coastlines. Its strategic location along Georgia’s coast means you’ll find dolphins, sea turtles, and seabirds in their natural habitats, often just steps from your hotel or vacation rental. Whether you want a peaceful sail at sunset, a family-friendly pirate adventure, or a wildlife cruise with guaranteed dolphin sightings, Hilton Head offers a variety of options that cater to different interests and age groups. The island’s low-key atmosphere means you can relax and enjoy the water without the crowds, making it an ideal spot for boat-based excursions.
Notably, many tours include expert narration, giving you insights into the local ecosystem and history. Some tours, like the Hilton Head Pirate Ship Adventure, make family fun a priority, while others, like the Sunset Dolphin Cruise, focus on stunning views and wildlife encounters. Booking early is recommended, especially in peak season, to secure your preferred time slot and avoid missing out.
Quick Overview
The list below covers a range of cruise types, from dolphin watching and sunset sails to pirate adventures and yacht experiences. Each one offers something unique:
- Family-friendly pirate cruises with costumes and water fights
- Relaxing sunset dolphin watching trips with gorgeous scenery
- Educational wildlife cruises with guaranteed dolphin sightings
- Historic America’s Cup sailing yacht rides
- Private boat charters for intimate experiences
Now, let’s explore the top options in detail.
1. Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger
This lively family-friendly cruise takes kids and parents alike on a swashbuckling treasure hunt aboard the Black Dagger pirate ship. The crew equips children with pirate costumes and lessons, immersing them in the fun. As you sail around Hilton Head, everyone has a chance to find hidden treasure and shoot water cannons — a hit with the kids. This tour is especially popular, with a perfect 5.0/5 rating from over 640 reviews. The multiple departure options in the morning and afternoon make it easy to fit into your schedule. The highlight is the interactive experience, where kids learn pirate talk and even get temporary tattoos. Parents love how the staff plays their pirate characters and keeps everyone engaged. The price of around $42 makes it a great value for a memorable family outing.
Bottom line: An excellent choice for families seeking playful adventure and a chance to dress up and get involved.
2. Hilton Head Island: Sunset Dolphin Cruise
This sunset cruise is perfect if you want to combine wildlife viewing with stunning scenery. For $48, you’ll set out on a comfortable vessel with a naturalist captain who narrates the area’s wildlife, ensuring you’re not just floating but learning. The main draw is the dolphin sightings, which are guaranteed, along with breathtaking views of the sun dropping behind Daufuskie Island and Hilton Head’s marshes. Guests consistently praise the enthusiastic crew and the memorable experience. Snacks and drinks are available for purchase, making this a relaxed, affordable option for couples or small groups.
Bottom line: A peaceful, scenic way to see dolphins and enjoy the sunset with good narration and a small group atmosphere.
3. Hilton Head Island: Pirate Cruise on the Black Dagger
Another pirate-themed adventure aboard the Black Dagger, this cruise focuses on interactivity and fun for children, with opportunities to learn pirate talk, get tattoos, and participate in water battles. It lasts about 1.5 hours and costs $42 per person. The crew ensures a lively atmosphere, with reviewers praising the staff’s entertainment skills and the engaging activities, including treasure hunts and face painting. The tour takes place in Broad Creek, a calm saltwater area, ideal for younger kids. Many parents note that their children loved the experience and want to repeat it.
Bottom line: An ideal choice for families with young children who enjoy active, playful outings.
4. America’s Cup 12-Meter Yacht Afternoon Sail from Hilton Head
This tour offers a serene, hands-on sailing experience aboard a historic 12-meter yacht that competed in the America’s Cup. For around $53, you’ll enjoy a 1.5-hour sail through quiet waters, with the chance to help with the sails if you like. The vessel is a stunning piece of sailing history, and your crew shares insights about its past racing days. Guests love the peaceful atmosphere and the opportunity to see the coastline from a different perspective. The tour is perfect for those interested in sailing or simply wanting a relaxing trip without motor noise.
Bottom line: A well-rounded, scenic sailing experience, especially suited for maritime history enthusiasts or those seeking tranquility.
5. Hilton Head Sunset Dolphin Watching Cruise
This 1.5-hour sunset dolphin cruise for $47.65 is a local favorite. It offers excellent chances to see dolphins in their natural habitat while enjoying the setting sun. The crew provides educational narration about dolphins and the area’s wildlife, enriching the experience. Reviewers frequently mention pod sightings and the stunning views of Haig Point lighthouse in evening light. It’s a laid-back trip ideal for couples or small groups who want a blend of wildlife, scenery, and a relaxing atmosphere.
Bottom line: A scenic, educational, and dolphin-rich cruise perfect for a romantic or family sunset outing.
6. Hilton Head Island Dolphin Watching Nature Cruise
On this nature cruise, you’ll cruise out on the Calibogue Sound and Atlantic Ocean, with a high success rate of dolphin sightings and a narrated tour of local landmarks. The spacious vessel and live narration make it a comfortable and informative trip, with the chance to spot other wildlife like egrets and herons. Reviewers appreciate how the captain shares insights during the trip and how actively they can observe wildlife. It’s suited for nature lovers who want a relaxed, engaging experience.
Bottom line: An opportunity for wildlife enthusiasts to see dolphins and enjoy a scenic, educational cruise.
7. Hilton Head Island: America’s Cup Sailing Yacht Cruise
This sailing adventure takes you aboard the iconic Stars & Stripes yacht, racing in the 1980 America’s Cup. For $53, you’ll enjoy a 1.5-hour sail where you can learn to sail from your crew, helping with the sails and steering. Reviewers describe it as a “lovely” experience with perfect weather and an engaging crew. It appeals most to those interested in sailing’s competitive side and history, or simply wanting a more active, participatory tour. The highlight is the authentic vintage yacht and the chance to help operate the vessel.
Bottom line: A historic sailing experience with a hands-on approach, ideal for adventure seekers and sailing fans.
8. Private Hilton Head Sunset Boat Cruise (Up to 14 Passengers)
If privacy and a tailored experience are what you seek, this private sunset cruise offers a 2-hour voyage for up to 14 people at $596.49. You’ll cruise around Skull Creek, taking in the sunset and local wildlife like dolphins, turtles, and otters. Reviewers rave about the personalized service and the host’s knowledge of the ecosystem. It’s perfect for celebrating special occasions or enjoying a quiet, intimate evening on the water. You can bring your own drinks and snacks, making it a flexible, customizable experience.
Bottom line: An excellent choice for couples, families, or groups wanting a private, relaxed sunset cruise.
9. Hilton Head Island: Dolphin Cruise & Nature Tour
This 1.5-hour dolphin cruise combines wildlife viewing with educational narration. For $45, you chase after bottlenose dolphins and other coastal species, with a captain sharing stories about the area. Reviewers often highlight how many dolphins they see and how engaging the captain is. It’s suitable for families, couples, or anyone wanting a relaxed trip filled with animal sightings and local facts.
Bottom line: A friendly, educational cruise that guarantees dolphin sightings and a good overview of Hilton Head’s coastal habitat.
10. Hilton Head Morning Dolphins & Donuts Cruise
For a morning adventure, this small-group tour offers dolphins, wildlife, and donuts for $55 per person. You’ll pass iconic landmarks like the Harbour Town lighthouse and Daufuskie Island, with plenty of opportunities to see dolphins and birds. The reviewer notes the personalized attention and that the early start gives a peaceful, intimate experience. Perfect for morning people and those wanting a less crowded, more relaxed trip.
Bottom line: An engaging, small-group morning cruise that combines wildlife, scenery, and a casual breakfast.
11. Hilton Head Island: Dolphin Nature Cruise
This dolphin-focused cruise offers guaranteed dolphin sightings and a narrated tour of the region. For $42, you’ll explore the waters on a spacious vessel with naturalist commentary. Reviewers mention how many dolphins they saw and how knowledgeable the crew was. It’s ideal for wildlife enthusiasts and families who want a relaxed but informative experience.
Bottom line: A straightforward, dolphin-centered cruise with educational insights and scenic views.
12. Hilton Head Island: Sunset Dinner Cruise
This dinner cruise is perfect for a special night out. For around $106, you’ll enjoy a three-course meal prepared by Sea Pines chefs while cruising through Intracoastal Waterways. The cruise typically passes Daufuskie Island and offers views of the sunset over Harbour Town. Reviewers highlight the delicious food and the relaxing atmosphere. It’s well-suited for couples or celebrating an occasion, with options for outdoor or indoor seating. Keep in mind it’s pricier than others but includes a full meal and scenic views.
Bottom line: A romantic, leisurely option combining fine dining and beautiful sunset scenery.
13. Hilton Head Sunset Dinner Cruise
Similar to the previous, this dinner cruise offers a three-course meal aboard the Spirit of Harbour Town. The 2-hour trip includes views of Daufuskie Island and the iconic lighthouse. Reviewers praise the quality of food and the friendly service. The cruise departs in the early evening, making it a good choice for those looking for a relaxed, scenic dinner experience. The meal options include items like roasted pork loin or blackened mahi mahi, with standout desserts.
Bottom line: An elegant way to combine good food, scenic views, and a gentle evening cruise.
14. Hilton Head: Private Sunset Cruise
This private sunset cruise up to 14 people costs $549 and offers a customizable experience. You can choose your departure time and bring your own drinks, making it perfect for special celebrations. Reviewers appreciate Captain Bill’s attentive service and how the boat allows unobstructed views of the sunset and wildlife. It’s best for those wanting privacy or celebrating something special with a flexible itinerary.
Bottom line: A personalized, romantic way to enjoy Hilton Head’s sunset in a private setting.
15. Hilton Head Pirate Ship Adventure Cruise aboard the Black Sparrow
This kid-focused pirate cruise on the Black Sparrow offers a 1.5-hour journey filled with fun. For just $41.99, children can dress as pirates and take part in face painting, treasure hunts, and water battles. The tour takes place in Broad Creek, a calm saltwater area, making it suitable for younger children. Reviewers mention their grandchildren’s excitement and how the crew’s engaging style made it memorable for all ages. It’s an excellent choice for families with kids under 10, who love active, themed outings.
Bottom line: Perfect for little pirates wanting a lively, interactive water adventure.
16. Hilton Head Dolphin Watching Cruise with Fireworks Display
This special evening cruise combines dolphin viewing, a fireworks show, and sunset vistas. For $69, you’ll cruise in a smaller vessel that feels intimate, with the chance to see dolphins swim alongside. Reviewers highlight how the fireworks display enhances the experience and how many dolphins they spotted. It’s best suited for families and couples seeking a festive, memorable night on the water.
Bottom line: A unique, festive cruise that combines wildlife, fireworks, and a lively atmosphere.
How to Choose Your Hilton Head Boat Tour
When selecting a boat tour in Hilton Head, consider your interests, budget, and the kind of experience you want. For families, the Pirate Ship Adventures and the Black Sparrow Pirate Cruise are great options for lively, kid-friendly fun. If wildlife is your priority, the Sunset Dolphin Cruise or the Dolphin Nature Cruise offer excellent chances to see dolphins in their natural habitat with guided narration.
For those wanting a romantic evening, the Sunset Dinner Cruise or the Private Sunset Cruise provide scenic views, fine dining, and privacy. Budget-conscious travelers will find dolphin and wildlife cruises offering great value, while adventure seekers should consider the America’s Cup Yacht for a hands-on sailing experience. Best times to book are in spring through early fall, when wildlife activity and scenic sunsets are at their peak.
Final Thoughts
Hilton Head Island’s boat tours cover a range of interests—from family adventures and wildlife sightings to romantic sunset cruises and historic sailing. Two standout options are the Pirate Ship Adventure for families who want fun and interaction, or the Sunset Dolphin Cruise for those seeking a relaxing, scenic experience with guaranteed wildlife sightings.
For a special celebration or a private outing, the Private Sunset Cruise is tough to beat for intimacy and customization. No matter your choice, booking early will help ensure you secure your preferred time in this popular spot. With such diverse options, everyone can find their perfect way to enjoy Hilton Head’s stunning waters.