Top Hilton Head Island Tours, Sightseeing & Cruises - page 5

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.

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.

Be your own captain, cruising the beautiful lowcountry waterways! Book for Front-row seats to the fireworks display over the salt marsh of Broad Creek. - 22' Bentley Luxury Pontoon with 115HP 4-Stroke Motor This pontoon offers spacious dual captain's chairs, comfortable sofa-style seating, and enhanced style. Can accommodate up to 12 passengers!

DOLPHINS! LOCATED IN HILTON HEAD'S BEST DOLPHIN AREA! There's not a better or more peaceful way to get the opportunity to see dolphins up close than at water level sitting in one of our safe, stable and beginner friendly kayaks. We use quality Wilderness System kayaks that are very popular for those that own their own kayaks. They have a full seat and setback for your comfort. We are located in Hilton Head's best dolphin area as many of Hilton Head's local dolphins spend their days feeding, playing and relaxing right by our departure point and because we are in the sheltered waters of the estuary we generally have the calmest waters in Hilton Head making for a relaxing journey. This calm water is a favorite place for mommy dolphins to raise their young too! In the summer months we often come across a visiting manatee and gear our tour towards a relaxing recreation experience that is fun for both beginner and experienced kayakers alike. Come join the fun!

This is an exclusive private trip where your group of up to 24 passengers (including all infants and children) will get to enjoy our Dolphin & Nature Tour. Your boat is a comfortable pontoon boat with cushioned seats, a full top for shade and a restroom on board. Your boats are all certified by the Coast Guard to meet the highest safety ratings. During the tour you will get to enjoy beautiful views of Broad Creek only seen from our local waters. You will also water Atlantic bottlenose dolphin in their natural habitat as well as a variety of marine life and shore birds.

Voted Best of Hilton Head year after year, Hilton Head Island Boat Rentals welcomes you to explore Hilton Head by boat! The new 2024 Luxury Group Pontoon is recommended for parties 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 screams 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 cover or see the sites this boat is perfect for your group. The destinations pre-marked includes Daufuskie Island, Harbourtown LightHouse, Sandbar, Skull Creek BoatHouse and Fishing Holes.

Voted Best of Hilton Head year after year, Hilton Head Island Boat Rentals welcomes you to explore Hilton Head by boat! The new 2024 Luxury Group Pontoon is recommended for parties 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 screams 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 cover or see the sites this boat is perfect for your group. The destinations pre-marked includes Daufuskie Island, Harbourtown LightHouse, Sandbar, Skull Creek BoatHouse and Fishing Holes.

This trip is completely customizable and based on your preferences. At Outside Hilton Head, we specialize in unforgettable outdoor adventures in the Lowcountry. Our team of expert guides, including master naturalists and USCG licensed Captains, is dedicated to providing exceptional experiences. From kayaking and paddleboarding to dolphin tours and custom watersport adventures, we offer something for everyone.

Voted Best of Hilton Head year after year, we welcome you to explore Hilton Head by boat! The new 2024 Luxury Group Pontoon is recommended for parties 8 or more. It is without a doubt the best rental boat on Hilton Head Island for large groups. The quality and craftmanship of this Bennington screams 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 cover or see the sites this boat is perfect for your group. The destinations pre-marked includes Daufuskie Island, Harbourtown Light House, Sandbar, Skull Creek Boat House and Fishing Holes.

Discover why Beaufort’s #1 ghost tour is one of the town’s most unforgettable nighttime experiences. Operating nightly, year-round, this outdoor walking tour is led by local guides who know Beaufort’s history, legends, and haunted past firsthand. As you wander the historic streets, you'll hear chilling stories inspired by documented events, local folklore, and unexplained encounters that have lingered for generations. Along the route, you'll learn the haunted history behind iconic sites including Panini’s On The Waterfront, where tales of ghostly sightings, tragic events, and mysterious happenings have become part of the town’s history. Though the tour remains outdoors, each stop offers an eerie glimpse into Beaufort’s past. Perfect for private groups, bachelorette parties, birthdays, and special events, this ghost tour blends authentic history, captivating storytelling, and mystery into an unforgettable evening beneath the shadows of Beaufort.

Voted Best of Hilton Head year after year, we welcomes you to explore Hilton Head by boat! The new 2024 Luxury Group Pontoon is recommended for parties 8 or more. It is without a doubt the best rental boat on Hilton Head Island for large groups. The quality and craftmanship of this Bennington screams 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 cover or see the sites this boat is perfect for your group. The destinations pre-marked includes Daufuskie Island, Harbourtown Light House, Sandbar, Skull Creek Boat House and Fishing Holes.

This trip is completely customizable and based on your preferences. At Outside Hilton Head, we specialize in unforgettable outdoor adventures in the Lowcountry. Our team of expert guides, including master naturalists and USCG licensed Captains, is dedicated to providing exceptional experiences. From kayaking and paddleboarding to dolphin tours and custom watersport adventures, we offer something for everyone.

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

This is an interactive tour that is fun for all ages. Not only do you get to see dolphins and learn about your local ecosystem, you will also get to enjoy a beautiful evening with fireworks out on the water.

Looking for a more personal sailing experience without the cost of a private charter? Our Afternoon Public Sail is the perfect balance. With a maximum of just 6 guests onboard, you’ll enjoy an intimate, relaxed atmosphere. Aboard our newest and largest sailboat. Join us for a 2-hour afternoon sail spotting dolphins, birds, and other local wildlife. Once the sails are raised, feel the power and excitement as the wind fills the sails and the boat heels—this is authentic, hands-on sailing at its best. Our experienced captain encourages guests to be as involved or relaxed as they’d like. Discover why sailing is the best way to enjoy the coast—small group, smooth sailing, and unforgettable views. - Enjoy an intimate sailing experience with only 6 guests on board - Spot dolphins and wildlife while sailing through Port Royal Sound - Participate in sailing activities or relax as you prefer - Perfect for small groups looking for a unique afternoon adventure

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

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.

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.

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.

Explore Hilton Head effortlessly with the 26” Electric Beach Cruiser. This electric bike is designed for comfort and convenience, featuring an integrated motor, hand brakes, and a wide cruiser seat for a smooth ride. Riders can choose between pedal assist or throttle operation, reaching speeds up to 20 mph, which makes it perfect for longer distances or cruising against the wind. - Ideal for easy and enjoyable exploration of Hilton Head - Suitable for riders 5’ and taller, up to 250 lbs - Choose between pedal assist and throttle operation - Equipment trailer available for added convenience

Enhance your beach day with the Backpack Beach Chairs and Umbrella Set from Island Cruisers, a trusted family-owned business since 1985. This convenient rental allows you to relax comfortably while enjoying the sun and surf. With free island-wide pick-up and delivery, you can easily focus on your beach activities without the hassle of transporting equipment. Perfect for families or groups looking to enjoy a day at the beach. - Enjoy a comfortable beach experience with two backpack chairs and an umbrella - Free island-wide pick-up and delivery for your convenience - Ideal for families and friends planning a beach day - Explore additional rentals like coolers and beach games for even more fun

This is our most popular boat trip! Hilton Head and surrounding areas boast a large and active population of Atlantic Bottlenose Dolphin, with great viewing opportunities year-round! Join us for a PRIVATE 90-minute Sunset dolphin cruise! We will explore the Broad Creek Wildlife Area, Calibogue Sound and nearby marshes. Your Captain will guide you to points of interest, while explaining the unique connections between history, culture and nature in the Lowcountry. This tour is great for families!

***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!

Perfect for groups 12 or less (including all infants and children)! This 90 minute narrated Dolphin and Nature Tour is on a comfortable pontoon boat with cushioned seats, a full top for shade and restroom on board. You will not only get to enjoy and see our local wildlife, Atlantic bottlenose dolphins, other marine life and a variety of shorebirds; you will also see beautiful stately waterfront homes and enjoy marsh views best enjoyed directly from the majestic waterways of Broad Creek.