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Beyond Hilton Head Island

Hilton Head Island trip ideas

Top Hilton Head Island Day Cruises

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Hilton Head Sunset Dinner Cruise

Come aboard the Spirit of Harbour Town for a 3 course dinner cruise prepared by the chefs of Sea Pines Resort *SHARE YOUR MEAL PREFERENCES AT CHECKOUT IN THE SPECIAL REQUIREMENTS SECTION* APPS Heirloom Tomato Panzanella Salad - Greens, Tomatoes, Mozzarella, Cucumbers, Focaccia, Basil, Apple Cider Vinaigrette ENTREE (Select 1) 1. Roasted Pork Loin - Buttermilk Whipped Potatoes, Peppercorn Sauce, Shaved Fennel Slaw 2. Blackened Mahi Mahi -Buttermilk Whipped Potatoes, Pineapple Salsa, Shaved Fennel Slaw 3. Roasted Chicken Breast - Buttermilk Whipped Potatoes, Chimichurri, Shaved Fennel Slaw 4. Pasta Primavera - Fresh Vegetables, Olive oil, Garlic, White Wine, Herbs DESSERT (Select 1) 1. Sunset Key Lime Pie - Raspberry Coulis, whipped cream 2. Chocolate Torte - Raspberry Coulis, whipped cream KIDS (3-12) 1. Chicken Tenders - Mashed Potatoes and Fresh Vegetables 2. Chicken Alfredo pasta - Parmesan Cream, Roasted chicken *Children's Menu comes with salad & dessert choice*

Hilton Head Sunset Dinner Cruise

2 hoursFree Cancellation

Sailing Stars & Stripes

America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head

1 hour 30 minutesFree Cancellation

Private Hilton Head Sunset Boat Cruise (Up to 14 Passengers)

Private Hilton Head Sunset Boat Cruise (Up to 14 Passengers)

2 hoursFree Cancellation

Hilton Head Shrimp Trawling Boat Cruise

Hilton Head Shrimp Trawling Boat Cruise

2 hoursFree Cancellation

Hilton Head Sunset Dolphin Watching Cruise

Hilton Head Sunset Dolphin Watching Cruise

1 hour 30 minutesFree Cancellation

First African Baptist Church

Remote Daufuskie Island is accessible only by boat and remains largely undeveloped, despite its fame as the setting of Pat Conroy’s novel “The Water is Wide.” A guided tour makes the trip a cinch—this package includes round-trip boat tickets, plus transportation between island attractions such as the First African Baptist Church and Mary Fields School, all visited with the benefit of commentary from your guide.

Daufuskie Island Guided History Tour from Hilton Head

4 hours 30 minutesFree Cancellation

Dolphin Sightings Guaranteed!

Hilton Head Island Ocean Dolphin Cruise

1 hour 30 minutesFree Cancellation

Likely to Sell Out

Mini Boat Tour with stop at Disappearing Island

Embark on the extraordinary Mini Boat Disappearing Island Tour on Hilton Head Island, SC, and unlock a hidden paradise that only reveals itself at low tide. This one-of-a-kind adventure takes you on a thrilling boat ride to a secluded island that vanishes beneath the waves as the tide rises. Explore pristine beaches, observe unique wildlife, and enjoy unparalleled views of the Lowcountry coastline. Perfect for nature lovers, adventure seekers, and those looking to experience the magic of the ocean in an entirely new way, this tour offers a rare opportunity to witness one of Hilton Head’s most fascinating natural wonders.

Mini Boat Tour with stop at Disappearing Island

2 hoursFree Cancellation

Daufuskie Island Daily Round Trip Ferry Tickets

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.

Daufuskie Island Daily Round Trip Ferry Tickets

6 to 8 hoursFree Cancellation

Private Daufuskie Island History and Artisian Tour

Tucked between Hilton Head Island and Savannah, and accessible only by boat, Daufuskie Island is a real gem. This private 4.5 hour Daufuskie Island trip provides a glimpse into a fascinating chapter of Lowcountry history on the undeveloped side of the island. Visit local artisans and learn the rich history of the Native Americans, European settlers, the cotton trade, and the Gullah culture. We encourage you to wear weather-appropriate clothing and bring water, snacks, and sunscreen.

Private Daufuskie Island History and Artisian Tour

4 hours 30 minutesFree Cancellation

Special Offer

Picture Perfect

Private Hilton Head Sunset Dolphin Cruise - Up to 6 Guests

2 hoursFree Cancellation

3 Hour - 24' Luxury Pontoon - Private Hilton Head Boat Rental

Voted Best of Hilton Head year after year, we welcome you to explore Hilton Head by boat! The new Luxury Group Pontoon is recommended for parties of 8 or more. It is without a doubt the best rental boat on Hilton Head Island for large groups. The quality and craftsmanship of this Bennington scream luxury! We guarantee enjoyment for everyone, combining comfort, style, and function to create the perfect atmosphere for a great experience on the water. This luxury group pontoon rental allows you to see Hilton Head by water. Whether you want to anchor in a quiet area or see the sites, this boat is perfect for your group. The destinations pre-marked include Daufuskie Island, Harbourtown Lighthouse, Sandbar, Skull Creek Boathouse, and Fishing Holes.

3 Hour Private Hilton Head Boat Rental 22 ft. Luxury Pontoon

3 hoursFree Cancellation

Likely to Sell Out

Private Disappearing Island Dolphin Tour (Up to 6 Passengers)

Join us for a magical journey on this Private Disappearing Island Tour, where you’ll enjoy one of our renowned dolphin encounters. Get up close and personal with these incredible creatures, learning their names, unique behaviors, and playful habits. Our expert captains and guides will keep you entertained with fascinating stories, lively music, and plenty of laughter. And for the little ones? Expect a day full of surprises and delights! But the adventure doesn’t stop there. Our boat will gently glide right on the sands of the Disappearing Island, giving you the chance to step off and explore its natural wonders. Wander through a treasure trove of shells, including delicate sand dollars and vibrant starfish. Don’t worry, you’ll have the chance to learn about every fascinating discovery along the way. Staying true to our eco friendly values, we always leave living creatures undisturbed in their natural habitat.

Private Disappearing Island Dolphin Tour (Up to 6 Passengers)

2 hoursFree Cancellation

Likely to Sell Out

Private Dolphins & Daufuskie Island Stop Tour(Up to 6 Passengers)

Embark on an unforgettable private boat tour for up to six people, departing from Hilton Head Island and taking you on a journey through the pristine waters of the Lowcountry. Learn about the marsh grasses and wildlife. Your journey will be escorted by dolphins. Cut across the Calibogue Sound and head to Daufuskie Island; an exclusive spot only accessible by boat. Visit Freeport Marina and Old Daufuskie Crab Company at your leisure and own expense. Once you've had your fill, board the boat and continue on your journey back to the mainland enjoying dolphin spotting along the way.

Private Dolphins & Daufuskie Island Stop Tour(Up to 6 Passengers)

2 hoursFree Cancellation

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