Top Hilton Head Island Seasonal & Special Occasions

Discover Beaufort’s historic district without the hassle of navigating a tour that highlights the town’s Hollywood past. In addition to telling little–known stories about the town’s 300–year history, your guide brings you to landmarks often missed by visitors, from unmarked Forrest Gump film locations to the cemetery used in The Great Santini.

***Booking 1 person, is booking 1 boat for up to 6 people *** Experience a breathtaking private sunset dolphin tour on Hilton Head Island! Watch dolphins, stunning sunsets, and magical fireworks while cruising the scenic waterways. Perfect for unforgettable memories! Embark on an unforgettable adventure with our Private Sunset & Fireworks Dolphin Tour on Hilton Head Island, SC! This exclusive experience offers front-row seats to breathtaking sunsets and a spectacular fireworks show, all while encountering playful dolphins in their natural habitat. Cruise through scenic waterways as the evening sky transforms into a canvas of colors. Ideal for romantic getaways, family outings, or celebrations, this private tour guarantees magical moments on the water. Witness Hilton Head's natural beauty like never before!

Enjoy sunset views and scan the water for Atlantic bottlenose dolphins on this dolphin-watching cruise off the coast of South Carolina. The frequency of dolphin sightings makes this cruise ideal for those hoping to catch photos of the majestic sea creatures. Plus, throughout the cruise, you can learn about dolphins and your surroundings from an on-board naturalist.

On this dolphin watching cruise from Hilton Head, you have the chance to see wildlife, check out local landmarks, and admire the coastline as you cruise out on the Calibogue Sound and Atlantic Ocean. Your guide narrates the entire trip as you sail past Bull Island, the Haig Point Lighthouse, and more, all while looking out for dolphins, egrets, herons, and other animals in the wild.

Cruise along the coastal waterways of Hilton Head Island aboard a private boat during this sunset cruise. Board your vessel and see as the sky changes from blue to shades of orange and pink as the sun begins to set. While you sail, keep your eyes peeled for local wildlife like dolphins, turtles, and even otters.

End your day in Hilton Head aboard a relaxing sunset cruise around the island and waterways. Board your private vessel and enjoy a calm ride on Calibogue Sound with views of Harbour Town and the area is awash in golden light. While you sail, keep your eyes peeled for several species of wildlife including the playful Atlantic bottlenose dolphin.

On this Hilton Head pirate cruise, let your inner buccaneer out to play as you set sail off the coast of Hilton Head Island. This cruise was specifically created for kids and includes fun details such as face paint, pirate gear, and fake tattoos so you can look the part, plus water cannons for a blast of entertainment.

If you’re keen to spend some time exploring Daufuskie Island independently, then this is an easy and stress-free option. A great alternative to sightseeing tours, this transport package gives you the freedom to plan your own itinerary. Simply travel on a ferry from Hilton Head to Daufuskie Island, then choose how you spend your day. Possibilities include golf cart rental, or visiting the favorite foodie hotspot of Daufuskie Crab Company.

Experience the magic of a Sip & Sunset - BYOB Adults only Dolphin Cruise on Hilton Head Island, where breathtaking coastal views meet great music for an unforgettable evening on the water. As the sun dips below the horizon, casting vibrant hues across the sky, relax aboard this fun and comfortable cruise while enjoying a curated music list. Glide through the scenic waterways of the Lowcountry, spotting playful dolphins and taking in panoramic views of the island’s pristine coastline. Whether you’re celebrating a special occasion or simply unwinding after a day of exploring, this Hilton Head sunset cruise offers the perfect blend of relaxation, fun & coastal charm.

Set sail on a private 1.5-hour wildlife boat tour that’s fun and educational for children and grown-ups alike. Your guides will navigate the water for you, and help you keep a lookout for dolphins and diving birds so you can admire them in their natural habitat. They’re also on hand to help you learn more about the dolphins and how they live.

Soar over Hilton Head Island with a parasailing adventure. Get a bird’s eye view of Calibogue Sound, Harbour Town Lighthouse, and Daufuskie Island during the flight. Keep an eye out for local wildlife, including bottlenose dolphins. Take-off and land on the back of a custom parasail boat, or choose to cool off and get wet. Tandem and triple flights are also available for couples or small groups.

Hop on a Jet Ski and explore Hilton Head Island on this scenic tour. Leave from Palmetto Bay Marina, past gorgeous mansions, until you reach the designated area where you can zoom around as you like. Enjoy the beautiful surroundings and get the chance to observe birds, dolphins, and maybe even a sea turtle in their natural habitat.

Rent bikes for the whole family with Island Cruisers on Hilton Head Island. Choose from a variety of bikes, including beach cruisers, ebikes, and tandem options, all delivered right to your door. Enjoy the flexibility of exploring the island at your own pace with quality bikes in great condition. Each rental includes a lock, a basket, and a local map to enhance your adventure. - Convenient delivery and pickup service available - Options for adults and children, including specialized bikes - Enjoy a local map featuring must-visit spots - Reliable customer support for any issues during your rental

Step back in time as you stroll the streets of Beaufort, exploring its 300 years of history with a local guide. Walk through the historic district and admire the city’s ancient oaks draped with Spanish moss. Along the way, your guide identifies points of interest including the residences where Hollywood stars lived during the filming of movies such as *Forrest Gump*, *G.I. Jane*, and *The Prince of Tides*.

Bring the whole family to watch the sunset at Hilton Head on this new, private boat tour. You’ll easily meet your captain in plenty of time to get on the water before sunset. Feel free to rent this boat for parties, birthdays, anniversaries, or other functions, as the boat was made to host entertaining events.

Looking for an intimate sunset sailing experience without booking an entire private charter? Your 2-Hour Sunset Public Sail offers the perfect balance. With a maximum of just six guests onboard, you’ll enjoy a peaceful, uncrowded atmosphere that feels private and special—without the cost of a private sail. Set sail through the stunning waters of Port Royal Sound as the day winds down. Watch the sky transform with vibrant sunset colors while keeping an eye out for dolphins, coastal birds, and other local wildlife. Once the sails are raised, feel the evening breeze fill the sails as the boat gently heels—true sailing at its most serene and memorable. Your experienced captain welcomes guests to be as hands-on or as relaxed as they choose. Help trim the sails, learn the basics of sailing, or simply sit back with a drink and take in the breathtaking Lowcountry sunset. This sunset sail is perfect for couples, friends, family and anyone looking to experience Hilton Head Island from the water.

Unforgettable 60-minute Private Hilton Head Boat Tours! Suitable for All Ages. Ready to make memories that last a lifetime? Book a Hilton Head boat tour for your friends and family today! Cruising through the Low Country Waters, let us show you stunning scenery and wildlife on our private Hilton Head Island dolphin tours. Hilton Head Island is located in the perfect location for regular sightings of Atlantic Bottlenose Dolphins swimming freely in their natural habitat alongside seabirds and more! You may also see salt marshes, gated communities, historic mansions, and twinkling marina lights, depending on your chosen tour

Spend a summer evening relaxing on a cruise boat, keeping your eyes peeled for bottle-nosed dolphins before the firework display. This hassle-free tour in Hilton Head starts from an easy-to-find meeting point. Settle into your seat while your captain takes you through Broad Creek to Shelter Cove to find the best spot to watch the sunset, followed by the sky being illuminated by fireworks.

Explore Hilton Head in style with the 26” Mid Cross Bar Beach Cruiser, perfect for leisurely rides along the beach and town. This comfortable unisex bicycle is designed for easy mounting and dismounting, accommodating riders from 5’2” to 6’2” and a maximum weight of 250 lbs. Ideal for paved paths, the cruiser features smooth-rolling tires and a comfy saddle for a relaxed ride. Each rental includes a lock for security, and while baskets are not included by default, they can be added for convenience. - Enjoy a stable and easy-to-ride cruiser for all skill levels - Perfect for casual beach and town exploration - Includes a lock for added security with rentals - Optional baskets available for carrying personal items or beach gear

Cruise the beautiful waters around Hilton Head Island as the sun melts into the horizon. In a unique twist, dine on all-you-can-eat hibachi-style food, with entrees of chicken, steak, shrimp, and vegetables, along with salad and fried rice (beverages available for purchase). The cruise departs from 18 Simmons Rd, Hilton Head Island, SC, aboard a custom catamaran boat for a memorable evening.

Enjoy a delicious Latin-inspired menu freshly prepared by the award-winning chefs of the Sea Pines Resort, featuring bold flavors and coastal flair. Think zesty, savory, and perfect for pairing with your favorite drink—and speaking of drinks, enjoy happy hour pricing on cocktails, wine, and beer throughout the entire cruise! As we cruise through the beautiful intracoastal waterways, you’ll be treated to stunning Lowcountry views, sightings of playful Atlantic bottlenose dolphins, and a narrated tour highlighting the rich history of Hilton Head and nearby Daufuskie Island—all with a refreshing drink in hand. Whether you’re celebrating a birthday, date night, or just want to unwind, this early evening cruise offers a laid-back vibe with gorgeous daylight views from start to finish.

Travel along a forested bike trail without breaking a sweat on this Hilton Head Segway tour. Admire the scenery and the ride as you glide among live oaks, Spanish moss, and saw palmettos at a leisurely pace that’s ideal for teens and families. This fun ride doesn’t include any narration—just get rolling and enjoy the views.

Explore Hilton Head Island by Segway with this small-group tour. Meet your guide for a quick safety tutorial and then head out to cruise through Shelter Cove and the Veteran’s Memorial. Learn about local history as you cover ground quickly on the Segway. Stop for photographs and to admire the landscape during the tour.