15 Must-Try Tours & Things To Do In Hilton Head Island

Hilton Head Island offers a surprising variety of tours and activities that let you experience its natural beauty, history, and charm firsthand. Whether you’re into wildlife watching, historic sites, or family-friendly adventures, this island has a lot to offer.

A standout for us is the Daufuskie Island Guided History Tour—a fascinating look into a remote, undeveloped island accessible only by boat, full of stories from the Gullah culture and local artisans.

For a more relaxed vibe, the Beaufort Horse & Carriage History Tour offers a gentle ride through a town where Hollywood has filmed numerous movies, making history feel almost cinematic. And kids will love the Pirate Ship Adventure, turning a boat ride into an interactive treasure hunt.

If you’re seeking a mix of wildlife and coastal scenery, Hilton Head’s dolphin tours are a must—like the private 90-minute dolphin tour that often gets rave reviews. And for those craving a thrill, parasailing over Calibogue Sound offers stunning views and a true sense of freedom. Whatever your interests, these tours promise memorable experiences and insider access that make your visit truly special.

Quick Overview

In this list, you’ll find everything from guided island tours and historic city explorations to wildlife cruises, family pirate adventures, and scenic water excursions.

Highlights include Daufuskie Island Guided History Tour, a boat and golf cart journey through an undeveloped island; Beaufort’s Horse & Carriage Tour, offering a relaxed way to learn about the town’s film and Civil War history; and Hilton Head Pirate Ship Adventure, a lively, kid-friendly treasure hunt at sea.

For wildlife lovers, the Private Dolphin Tours and Group Dolphin Cruises bring dolphins and marsh ecosystems to life. Read on for detailed reviews and insights to help you pick the perfect activity.

1. Daufuskie Island Guided History Tour from Hilton Head

This 4.5-hour tour takes you to Daufuskie Island, a remote, largely undeveloped island reachable only by boat. It includes round-trip boat tickets from Shelter Cove Marina and golf cart transportation to explore historic sites like the First African Baptist Church and Mary Fields School.

Captain Pete, a knowledgeable guide, shares stories about the island’s Gullah roots and local artisans, making it more than just a scenic ride. The boat ride itself is often highlighted, with dolphin sightings and wildlife viewing on the way over.

Once on the island, the golf carts wind through quiet, historic neighborhoods, giving you a rare glimpse into a place that Pat Conroy immortalized in “The Water is Wide.”

Guests appreciate Captain Pete’s storytelling and organization, with one reviewer noting, “He kept us on time and was very organized.” This tour suits history buffs and those eager to explore off the beaten track while enjoying beautiful water views. The combination of boat ride, wildlife, and local culture makes it a standout experience for a half day.

Bottom line: A uniquely scenic and educational trip suited for curious travelers who want to experience the authentic, undeveloped side of Hilton Head.

2. Beaufort’s #1 Horse & Carriage History Tour

For just over 50 minutes, this tour whisks you around Beaufort’s charming historic district on a horse-drawn carriage.

The small-group format ensures personalized attention and storytelling from your guide, who is well-versed in the town’s Civil War past, film history, and notable sights like old plantation homes and movie filming locations. The carriage ride covers more ground than walking but with the relaxed pace of a horse-drawn vehicle.

Guests describe the experience as both “informative and comfortable,” with the guide sharing stories about Beaufort’s role in American history and Hollywood’s love for the town. The ride also includes a visit to the cemetery where “The Great Santini” was filmed, adding a cinematic twist.

The pace and intimate atmosphere are perfect for families, couples, or history enthusiasts wanting a laid-back, educational overview.

Bottom line: An excellent choice for those who prefer storytelling and a gentle ride through history in a relaxed setting.

3. Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger

This 1.5-hour family-friendly cruise turns into an interactive pirate treasure hunt on Hilton Head waters. Kids are provided costumes and lessons to act out pirates, making this a lively, engaging experience for children and their parents. The crew’s enthusiasm and storytelling turn the boat into a floating pirate ship, with several departure times in the morning and afternoon to fit your schedule.

Guests describe it as “great fun for the kids” and “a memorable part of our vacation,” with particular praise for the crew’s ability to involve children of all ages. The treasure hunt, water cannons, and pirate lessons keep everyone entertained while floating past scenic shoreline views. This tour is perfect for families looking to combine adventure, storytelling, and water fun.

Bottom line: An energetic, interactive boat trip that turns young kids into pirates and creates fun family memories.

4. History and Movie Tour of Beaufort by Golf Cart

In just an hour, this narrated golf cart tour explores Beaufort’s cinematic and historical highlights. Your guide shares stories about the town’s role as a filming location for classics like Forrest Gump and The Great Santini, along with lesser-known tales from its 300-year history.

You’ll pass antebellum homes, cemeteries, and iconic landmarks, gaining insight into the town’s Civil War significance and Hollywood moments.

Guests appreciate the personalized approach, with one reviewer noting, “The guide was very knowledgeable and made the history come alive.” The small-group format and flexible departure times make it suitable for all ages, especially those with limited time but a desire to see the sights in comfort. Plus, the water views from the tour add a scenic touch.

Bottom line: A compact, informative way to discover Beaufort’s film and history highlights while enjoying the town’s scenic charm.

5. Beaufort City Minibus Tour

This 1 hour and 15 minutes minibus tour offers an in-depth look at Beaufort’s Hollywood connections and Civil War history. It covers more ground than a walking tour but remains intimate, with a small group and a guide who shares stories about over 24 movies filmed locally. Highlights include the historic Bay Street District, antebellum mansions, and the famous locations from movies like “The Big Chill.”

Guests praise the tour for its enthusiasm and knowledge, mentioning how the guide’s storytelling brings the city’s history to life. The air-conditioned van makes the experience comfortable, even on hot days. It’s ideal for travelers who want a quick but engaging overview of Beaufort’s film fame and historic sites.

Bottom line: Perfect for movie buffs and history lovers wanting a lively, personalized introduction to Beaufort’s storied past.

6. 90-Minute Private Dolphin Tour in Hilton Head Island

For about 90 minutes, this private boat tour offers a tailored wildlife experience. Led by a Lowcountry Master Naturalist, the trip focuses on spotting dolphins and other marine creatures like rays, sharks, and sea turtles. The intimate setting, with just your group of up to six, creates a personal connection with the natural surroundings and a chance to ask questions about the local ecology.

The boat ride includes scenic views of Daufuskie Island and the lighthouse, and reviews mention frequent dolphin sightings.

The guide’s expertise ensures you learn about the environment while watching these playful animals in their natural habitat.

Guests say, “Captain Pete was extremely knowledgeable,” and appreciate the personalized attention. This tour is ideal for wildlife lovers and those seeking a peaceful, private excursion.

Bottom line: An excellent choice for families or small groups wanting an up-close, educational wildlife experience.

7. #1 Historical Horse Drawn Carriage Tour

This 55-minute carriage ride explores Beaufort’s historic district, with a knowledgeable guide sharing stories from the city’s Colonial, Revolutionary, and Civil War eras. The gentle pace and small group provide an immersive way to learn about antebellum homes, graveyards, and notable figures. The horses are well-cared-for, and the guide’s storytelling adds personal charm.

Many reviewers mention how much they enjoyed hearing about Beaufort’s founding and its role in American history, all while relaxing on a beautiful horse-drawn vehicle.

Guests highlight the “entertaining guide” and “lovely horse,” making this a pleasant, educational experience suitable for families and history buffs alike.

Bottom line: A charming, leisurely ride through Beaufort’s past, ideal for those who appreciate storytelling and scenic views.

8. Hilton Head Island Guided Water Tour by Creek Cat Boat

This 2-hour guided tour in a small motorized creek boat takes you into Hilton Head’s marshes and streams. You operate your own “creek cat” under supervision, covering over 25 miles in search of wildlife. The tour offers views of Daufuskie Island and the Harbour Town Lighthouse, with many reviewers noting dolphin sightings and birdwatching.

It’s a fun, interactive way to explore the island’s ecosystems, with the guide sharing insights about the environment and local species.

Guests note the “great time” and “knowledgeable staff,” emphasizing how the small boat allows close wildlife encounters. This activity suits adventurous travelers and families who want an active, hands-on experience.

Bottom line: An interactive, eco-focused tour perfect for wildlife enthusiasts and small groups seeking adventure.

9. Hilton Head Island: Daytime Dolphin Watching Boat Tour

This 1.5-hour narrated boat tour is a classic Hilton Head experience. It’s designed to maximize dolphin sightings and coastal scenery. The tour offers a comfortable ride with commentary about the local ecosystem, plus opportunities to see pelicans, stingrays, and turtles.

Reviewers praise the “excellent guide” and the chance to get close to the dolphins in their natural environment, making it a popular option for families and nature fans.

The tour is suitable for all ages and provides a relaxing way to enjoy the water while learning about Hilton Head’s marine life.

Bottom line: A dependable, family-friendly boat trip that brings you face-to-face with dolphins and local wildlife.

10. Parasailing Adventure at the Hilton Head Island

For breathtaking views, consider this 1.5-hour parasailing adventure. You’ll fly over Calibogue Sound, with sights of Harbour Town Lighthouse and Daufuskie Island. Many reviews mention how peaceful and spectacular the experience is, with options for tandem or triple flights. The crew emphasizes safety and comfort, making it a popular choice for couples, families, or small groups.

Guests describe the ride as “breathtaking” and “smooth,” often marveling at the panoramic views. This activity is perfect if you’re looking for an unforgettable thrill with photo-worthy moments from above.

Bottom line: Ideal for thrill-seekers and those wanting a unique perspective of Hilton Head’s coastline.

11. Kazoo Factory Tour & Museum

This 45-minute to 1-hour tour is a lively visit to Kazoobie Kazoos, where you’ll learn about the history of the kazoo, an American-invented instrument. The factory tour includes demonstrations, exhibits, and an opportunity to build your own kazoo to take home. Guests enjoy hearing stories about the instrument’s origins and seeing how over a million are produced annually.

It’s a family-friendly activity that combines education and fun, especially with kids making their own kazoos in the on-site workshop.

Reviews mention the “entertaining and informative” guides and the fun of creating a personal kazoo. It’s a quirky break from more traditional tours, bringing a little musical joy to your day.

Bottom line: A cheerful, interactive experience perfect for families and music lovers alike.

12. Walking Tour in Beaufort

This 2-hour 15-minute walking tour offers a detailed look at Beaufort’s architecture, monuments, and stories. Led by an enthusiastic guide, you’ll explore antebellum homes, historic churches, and statues that tell the story of the city’s 500 years. The small group format allows for questions and a more intimate experience, with reviews praising the guide’s storytelling and knowledge.

The tour covers a lot of ground, providing a rundown of Beaufort’s past, from Native Americans to modern Hollywood fame. It’s ideal for history buffs who enjoy a leisurely stroll with rich narratives.

Bottom line: An engaging, detailed walk through Beaufort’s most significant sights, suitable for history and architecture enthusiasts.

13. 2-Hour Private Hilton Head Dolphin Watching Cruise

This private cruise offers a personalized two-hour experience for dolphin lovers. Your boat takes you past Harbour Town and Daufuskie Island, with your captain sharing insights about the area’s ecology. The small group—up to six people—means you’ll get close-up dolphin sightings and a chance to ask questions about local wildlife.

Guests praise Captain Neal for his knowledge and the “best dolphin experience” they’ve had. The cruise is customizable, making it perfect for special occasions or just a more intimate connection with Hilton Head’s waters.

Bottom line: An excellent choice if you’re seeking a private, flexible wildlife adventure with expert guidance.

14. 2-Hour Private Hilton Head Sunset Cruise

This luxury sunset cruise is perfect for unwinding. In about two hours, you’ll sail around Hilton Head’s waterways, watching the sky turn golden. The private vessel is ideal for couples or small groups celebrating special moments. You can bring your own snacks and drinks, making it personal and relaxed.

Guests describe the experience as “stunning,” especially during the golden hour. Wildlife sightings, including dolphins, often add to the magic. The peaceful atmosphere, combined with scenic views, makes this a top choice for romantic evenings or memorable family outings.

Bottom line: A relaxed, scenic way to end your day while enjoying Hilton Head’s natural beauty.

15. 90-Minute Dolphin and Nature Tour of Hilton Head

This small boat tour emphasizes up-close wildlife viewing in Hilton Head’s marshes. Over approximately 90 minutes, you’ll cruise through Broad Creek into Calibogue Sound, searching for dolphins and other animals like pelicans and turtles. Reviews highlight the frequent dolphin sightings and the fact that small boats make wildlife less frightened, increasing your chances of seeing them.

Led by friendly guides, this tour is suited for families or nature lovers wanting an active, friendly experience. It’s a great way to combine wildlife viewing with a relaxing boat ride.

Bottom line: Perfect for wildlife enthusiasts seeking intimate animal encounters in Hilton Head’s waters.

How to Choose Your Perfect Hilton Head Tour

Picking the right activity depends on your interests, budget, and schedule. Want an educational experience? The Daufuskie Island Guided History Tour offers scenic water views and a deep dive into island history. Looking for a family adventure? The Pirate Ship provides lively fun, while wildlife lovers should consider the private dolphin tours.

Budget-conscious travelers might prefer the Beaufort Horse & Carriage or City Minibus Tour, both offering affordable yet engaging experiences. For those wanting a romantic evening, the Sunset Cruise provides scenic tranquility.

Remember to book early during peak seasons, and consider weather conditions—many tours are weather-dependent. Planning around your interests and schedule will ensure your time on Hilton Head is both fun and rewarding.

Final Thoughts

Hilton Head Island’s diverse offerings mean there’s no shortage of ways to explore and experience its natural beauty, history, and culture. Whether you prefer water adventures like dolphin cruises and parasailing, or historical explorations on land and sea, the options are extensive and varied.

For a family-friendly outing, the Pirate Ship Adventure brings fun and imagination; for a romantic sunset, the private cruise is unbeatable; and for history enthusiasts, the Daufuskie Island tour or Beaufort tours provide deep dives into the area’s past.

No matter what you choose, booking in advance is wise, especially during busy months. With so many excellent options, your Hilton Head visit will be full of memorable moments—so pick the tour that suits your interests best, and enjoy every minute.