Hilton Head Island is a perfect destination for water-based activities. With miles of scenic coastline, abundant wildlife, and a laid-back vibe, it’s no surprise that boat tours are a favorite way to explore. Whether you’re after a family-friendly pirate adventure, dolphin sightings, or a romantic sunset cruise, Hilton Head offers options for every interest. We love the Pirate Ship Adventure for its engaging storytelling and treasure hunts that delight kids and adults alike, making it a stellar choice for family fun. For those who want a more active experience, the Guided Water Tour by Creek Cat Boat lets you drive your own small boat through marshes, offering a hands-on way to see the landscape. Wildlife lovers will appreciate the Daytime Dolphin Watching Tour, with chances to spot dolphins, pelicans, and turtles in their natural habitat.
Hilton Head’s waters are a playground for all ages and interests, with cruises that combine scenic beauty, wildlife, and fun. Whether you’re seeking a family adventure, a romantic evening, or an active exploration, there’s a boat experience here to suit your trip.
Quick Overview
This list showcases a variety of boat tours and cruises in Hilton Head Island, from family-friendly pirate adventures and dolphin tours to private sunset cruises and even shrimp trawling experiences. Each offers a unique perspective on the island’s waters, wildlife, and scenery. To help you decide, we’ve included tours that range from affordable and fun for kids, like the Black Dagger Pirate Ship, to more immersive and private options, such as the Sunset Private Boat Cruise. Read on to find detailed descriptions of each.
1. Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger

At number 1 on our list, the Pirate Ship Adventure is a standout for families. This 1.5-hour cruise aboard the Black Dagger transforms kids into pirates with costumes and lessons before sailing off on a treasure hunt. The crew’s interactive storytelling, water cannon battles, and treasure quests make it a hit. Adults will enjoy the lively atmosphere, too, as everyone gets involved in the fun. With multiple departure times, it’s easy to fit into any schedule. The reviews emphasize the crew’s role-playing skills, with one reviewer saying their four-year-old called it “the best day of her life.” The cost is $41.99 per person, making it an affordable and memorable option for families. Bottom line: a lively, interactive pirate adventure that keeps everyone young at heart.
2. Hilton Head Island Guided Water Tour by Creek Cat Boat

For around $145, the Guided Water Tour by Creek Cat Boat offers a more involved experience. This tour includes the opportunity to drive your own small, motorized boat through Hilton Head’s marshes and streams. The guide leads the way, but you get to operate the boat, passing the Harbour Town Lighthouse, Daufuskie Island, and the PGA Heritage Golf Course. The reviews highlight the fun of maneuvering these boats and spotting local wildlife like pelicans and even a dolphin. Plus, you learn about the island’s history and ecosystem from knowledgeable guides. This tour is ideal for those who want a hands-on adventure and enjoy exploring at their own pace. Bottom line: a fun, active way to see Hilton Head’s marshes, perfect for small groups or families with adventurous spirits.
3. Hilton Head Island: Daytime Dolphin Watching Boat Tour

If dolphin sightings are your priority, the Daytime Dolphin Watching Tour is a clear winner. This 1.5-hour fully narrated tour offers chances to see Atlantic bottlenose dolphins, plus other wildlife like pelicans and turtles. The reviews note the comfortable seating, fun music, and the informative narration, which makes it engaging for all ages. At $40 per person, it’s a budget-friendly choice for families and wildlife lovers. The naturalist guide shares insights about the local ecosystem, making it both entertaining and educational. The tour’s popularity is reflected in its high review score of 4.8 stars. Bottom line: a reliable, family-friendly dolphin cruise that combines wildlife viewing with coastal scenery.
4. 2-Hour Private Hilton Head Dolphin Watching Cruise

Looking for a more personalized experience? The Private Dolphin Watching Cruise offers a 2-hour custom tour for up to six people at $254.15 per group. You’ll cruise past Harbour Town, Daufuskie Island, and Pinckney Island, with the captain focused on finding dolphins and wildlife. The reviews praise the captain Neal, who is described as “amazing,” and the intimate atmosphere makes it a great choice for families or small groups seeking privacy. The private nature means you can customize stops and focus on your interests. It’s a higher-end option but offers excellent value for those wanting a tailored experience. Bottom line: perfect for small groups seeking a flexible, private wildlife cruise.
5. 2-Hour Private Hilton Head Sunset Cruise

For a romantic or special occasion, the Sunset Private Boat Cruise is hard to beat. This 2-hour cruise offers stunning views of the sunset over Calibogue Sound, with sights of Harbour Town and Daufuskie Island. Guests can bring their own drinks and snacks, making it ideal for celebrations or a quiet escape. With a private boat for up to six, you get a personalized experience that reviewers say is “spectacular,” especially for anniversaries and birthdays. Captain Neil’s engaging style makes the trip memorable, and many mention the incredible sunset views. The cost is higher at $323.10 but offers exclusivity and a tailored ambiance. Bottom line: a perfect way to unwind and celebrate with a private, scenic cruise.
6. 90 Minute Hilton Head Dolphin and Nature Cruise

If you want a shorter, wildlife-focused tour, the Dolphin and Nature Cruise is ideal. This 90-minute eco-tour explores Broad Creek, offering a chance to see dolphins, birds, and learn about the salt marsh ecosystem from an interpretive naturalist. The boats are stable and comfortable, perfect for families or those with limited mobility. Though one review mentioned expectations of more wildlife, most reviewers praise the guide’s knowledge and the opportunity to see dolphins up close. Priced at $47, it’s a good value for those wanting a quick but informative wildlife experience. Bottom line: a concise, educational cruise with excellent chances for dolphin sightings.
7. 90 minute Hilton Head Sunset Dolphin Cruise

The Sunset Dolphin Cruise combines dolphin spotting with spectacular sunset views. This 1.5-hour tour offers ample photo opportunities, with the chance to see dolphins and the iconic Haig Point lighthouse as the sky turns orange. Many reviewers note the friendly crew and the stunning scenery, making it a popular choice for couples and families alike. The price of $55 is reasonable for a memorable sunset outing. It’s a relaxed cruise that emphasizes scenery and wildlife, suitable for those who love both relaxation and nature. Bottom line: a scenic, peaceful cruise perfect for sunset lovers and dolphin watchers.
8. Hilton Head Island: Sunset Dolphin Watching Cruise

This Sunset Dolphin Watching Cruise offers a relaxing cruise to watch dolphins at dusk. It’s a 1.5-hour experience with narration by a naturalist, providing insights into local wildlife. The reviews highlight the breathtaking views and the guaranteed dolphin sightings, making it a reliable choice for evening entertainment. Snacks and drinks are available for purchase, and many mention the calm ride and beautiful sunset. It suits travelers looking for a mellow, scenic end to a day. The price is $43 per person, making it an affordable way to enjoy Hilton Head’s evening waters. Bottom line: a relaxing, scenic cruise ideal for sunset and wildlife enthusiasts.
9. Hilton Head Island: Pirate Cruise on the Black Dagger

For a lively, interactive experience, the Pirate Cruise on the Black Dagger at number 9 is pure family entertainment. This 1.5-hour adventure includes pirate talk, tattoos, and water cannon battles. Kids love the role-play, and adults enjoy the humor and storytelling. The crew’s commitment to character and fun make it a hit—one reviewer called the female pirate “fantastic.” At $42 per person, it’s an affordable way to make memories with the kids and get into the spirit of adventure. Bottom line: a highly interactive pirate adventure that keeps children engaged and entertained.
10. America’s Cup 12-Meter Yacht Afternoon Sail from Hilton Head

Looking for a peaceful, sophisticated sail? The America’s Cup Yacht Sail is a 1.5-hour cruise aboard a historic 12-meter racing yacht. The focus is on relaxing, scenic views of Hilton Head’s coastline, with a chance to help with the sails if you wish. Many reviews mention the friendly crew and the tranquility of the ride. It’s an excellent choice for those who want a quieter, more elegant experience on the water for $52.95 per person. It’s perfect for a romantic outing or a quiet afternoon. Bottom line: a serene sailing experience with a hint of racing history.
11. Hilton Head Guided Dolphin Watching & Sightseeing Tour via Mini Boat

For a small-group, up-close wildlife experience, the Mini Boat Dolphin Watching Tour allows you to drive your own mini boat with up to four people. This 2-hour tour explores Hilton Head’s waterways and passes landmarks like Harbour Town Lighthouse. Reviewers love the personalized feel, with many mentioning the fun of driving and the opportunity to see dolphins, egrets, and herons. It’s ideal for families or small groups who want an intimate, eco-focused tour. The group size keeps things personal, and the guide shares plenty of local stories. Cost is $199 per group. Bottom line: a hands-on, wildlife-rich adventure perfect for small groups wanting a personal touch.
12. Hilton Head Island: America’s Cup Afternoon Sail

Another elegant sailing option, the America’s Cup Afternoon Sail offers a 1.5-hour sail on the Stars & Stripes yacht. The experience is hands-on, with opportunities to help sail and enjoy the scenery. Many reviews rave about the crew’s friendliness and the chance to see dolphins along the route. It’s a relaxed, interactive activity that appeals to all ages, especially those interested in learning about the boat. Price at $48 makes it a worthwhile splurge for a peaceful, scenic afternoon. Bottom line: an engaging, scenic sail with a touch of racing history for all ages.
13. Hilton Head Sunset Dolphin Watching Cruise

This Sunset Dolphin Cruise is all about the beautiful Lowcountry sunset and dolphin sightings. It’s a 1.5-hour ride, with narration about local wildlife. Reviewers mention the calm ride and the chance to see pods of dolphins at dusk. It’s a relaxing way to end a day, with opportunities for photos of the Haig Point lighthouse. Snacks and drinks are available for purchase. At $47.65, it’s a popular choice for couples and families wanting a peaceful, scenic experience. Bottom line: a gentle, scenic cruise perfect for sunset views and dolphin watching.
14. Hilton Head Island Dolphin Watching Nature Cruise

The Dolphin Watching Nature Cruise offers a 1.5-hour narrated experience. It emphasizes wildlife, with opportunities to see dolphins, egrets, and herons while cruising past Bull Island and the Haig Point Lighthouse. Reviewers appreciate the friendly staff and the chance to relax amid scenic views. It’s affordable at $42.35 per person and ideal for families and nature lovers. The organized narration makes it both educational and entertaining. Bottom line: a well-rounded, wildlife-focused cruise with great value.
15. Hilton Head Shrimp Trawling Boat Cruise

For a hands-on, authentic Lowcountry experience, the Shrimp Trawling Boat Cruise is a two-hour trip fishing in salt marshes. It’s a chance to learn about traditional shrimping, see local wildlife, and possibly take home some fresh shrimp. The crew shares fun facts about the ecosystem, and the tour includes a visit to Harbour Town Lighthouse. With reviews praising the friendly crew and the opportunity to catch shrimp, it’s an excellent choice for families, seafood lovers, or those interested in local culture. Cost is $47.65 per person. Bottom line: an immersive, educational experience blending fishing with wildlife viewing.
16. Private Hilton Head Sunset Boat Cruise (Up to 14 Passengers)

Rounding out the list, this Private Sunset Boat Cruise offers a 2-hour, fully private adventure for up to 14 people. It’s perfect for celebrating special occasions or just enjoying a peaceful evening on the water. The route takes you through Skull Creek, with wildlife sightings of dolphins, turtles, and otters. Reviewers mention how Steve, the captain, makes the experience memorable with his patience and local knowledge. The cost is $596.49, but for a group or special event, it’s a fantastic way to create a personal, memorable outing. Bottom line: a private, customizable cruise ideal for celebrations or intimate gatherings.
How to Choose the Right Boat Tour for You
When selecting your Hilton Head boat tour, consider your budget, interests, and the type of experience you want. Families with kids might favor the Pirate Ship Adventure, while wildlife enthusiasts could opt for the Dolphin Watching Cruises. For a romantic evening, the Sunset Private Boat or the Sunset Dolphin Cruise offer stunning views and fewer crowds. Budget travelers will appreciate the Dolphin and Nature Cruise, while those seeking a private experience might consider the Up to 14 Passengers Sunset Cruise. Booking early, especially during peak season, helps secure your spot.
Final Thoughts
Hilton Head Island provides a diverse range of boat tours and cruises to suit every preference. From lively pirate adventures to serene sunset sails, the options cover all ages and interests. For a family trip, the Black Dagger Pirate Ship delivers lively entertainment, while wildlife lovers will find the Dolphin Watching Tours and Nature Cruises rewarding. For a special occasion, splurge on a private sunset cruise for a memorable experience with loved ones.
With so many options, it’s wise to plan ahead. Consider your interests, budget, and how much time you want on the water. Booking early, especially in peak months, ensures you won’t miss out on these exceptional Hilton Head experiences. Whatever you choose, you’ll find the waters around Hilton Head to be a delightful and rewarding exploration.
