Top Hilton Head Island Self-guided Tours

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your phone. We are an Austin, TX-based global custom event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially hand-crafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues - for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!

Set sail on your own private pontoon boat for up to six hours with training from a local guide. After getting your safety and boating instructions, you’ll head off for your own unique adventure, be it spotting dolphins, taking a dip, or just kicking back and relaxing on the water. The boats are clean and comfortable, and all the safety equipment will be waiting for you on board.

Explore Hilton Head Island at your own pace with a private pontoon boat rental. Go sightseeing on the beautiful waters of Skull Creek and keep an eye out for bottlenose dolphins. Travel toward the mouth of the Atlantic Ocean and see Daufuskie Island and Palmetto Bluff. Get tips from a local on where to go and personalize this boating adventure according to your interests.

Do it on your own! For those with kayaking experience and wanting to go explore with friends and family without a guide, a kayak rental may be what you are looking for. Paddle through the tranquil waters of the Broad Creek Estuary in hopes of encounters with Hilton Head's playful bottlenose dolphins. Our staff with spend time with you before your departure going over the area with you, pointing you to the best spots for finding dolphins and other wildlife, and answering any questions you have before your departure. Along with the dolphins there's also the possibility of seeing manatee, otter, and a variety of beautiful bird species. If you do not have experience doing it on your own it might be best to join on of Kayak Hilton Head Inc's guided tours as kayak rentals are for those that do have kayaking experience. Guided tours or kayak rentals are both a great way to enjoy a relaxing experience with a high likelihood of seeing dolphins and other fun wildlife!

Experience Hilton Head’s waterways on this private pontoon boat rental. Relax aboard a spacious vessel complete with shade and swim ladder as you cruise calm creeks or head toward the ocean. Watch for dolphins and coastal birds, enjoy the quiet marsh landscapes, and set your own pace—no fixed route and no rush.

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

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.

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.

With more than one hundred miles of bicycle trails, Hilton Head is an ideal location for cyclists. With the convenience of these trails, riders can easily access all that this beautiful community offers. See more and conserve your energy by choosing a pedal assist electric bike. Make your way from the heel to the toe of Hilton Head with the added power of an eBike. This beautiful and family-friendly town is lush with local flora and stunning views for cyclers. Ride along the beach or through tree-lined paved paths. Plan your own adventure with conveniently located informational kiosks along the bike routes. Unlimited Biking’s electric rentals are available for riders twelve and older and come with a lock and helmet. Boost your ride and experience Hilton Head like a local!

This is a one of a kind experience to see the sunset from the water surround be the peaceful low country. We are surrounded by wildlife and typically see bottlenose dolphin along the way. Come enjoy this wonderful experience today!

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!

Paddle through the calm waters of Skull Creek on Hilton Head Island during this guided stand-up paddleboard (SUP) tour. Join a small group and use your core strength to keep you balanced while you float on pristine waterways. Keep your eyes peeled for local wildlife such as the Atlantic bottlenose dolphin and several species of sea birds.

Skip the hassle of a shared tour and enjoy a do-it-yourself day out on the water with a pre-reserved Pontoon boat rental. Boats can accommodate private groups of up to ten people, and anyone with boating experience and a driver’s license can take on the role of captain. Note that a fuel surcharge applies in addition to gratuity.

Be your own captain, explore the waterways at your pace! Look for our famous wildlife as you cruise the largest riding area to discover. Grab lunch on the water, go for a swim, float and relax, it's up to you! Book your boat rental today.

Voted Best of Hilton Head year after year welcomes you to explore Hilton Head by boat! The new 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.

Set out on a private adventure on Hilton Head Island’s waterways with this pontoon boat rental. Receive professional orientation on navigating and then choose an itinerary that matches your interests. Keep an eye out for dolphins as you cruise along Skull Creek and travel to the mouth of the Atlantic Ocean. Pontoons can comfortably fit up to 10 people.

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

Discover the waterways of Hilton Head with this private pontoon boat rental. Bring a group of up to 10 people for a scenic cruise along Skull Creek and out to the mouth of the Atlantic Ocean. Keep an eye out for Atlantic bottlenose dolphins as you explore Cooper River, May River, and Daufuskie Island. Customize the itinerary according to your interests.

See Hilton Head from a fresh perspective with this half-day private pontoon boat rental. Set out on the scenic waters of Skull Creek and keep an eye out for Atlantic bottlenose dolphins. Personalize the itinerary according to your interests and check out Cooper River, Daufuskie Island, or Palmetto Bluff. Pontoon boats can accommodate up to 10 people in your private party.

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

The 20” Kids' Bike is perfect for young riders who are learning to ride independently. Designed for children between 3’9” and 4’4” tall, this bike promotes balance, control, and comfort, making it ideal for paved paths and neighborhood streets. Lightweight and easy to maneuver, it allows kids to navigate safely while enjoying family outings. Please note that bike color may vary based on availability, and additional accessories are not included unless specified. Ensure proper supervision and helmet use for all youth riders. - Perfectly sized for young riders gaining confidence - Lightweight frame promotes easy maneuverability - Suitable for paved paths and quiet streets - Supervision and helmet use are essential for safety

Rent a 24" youth bike designed for young riders who are eager to explore Hilton Head. Perfect for children and teens between 4’4” and 5’2”, this bike supports riders up to 250 lbs, ensuring a comfortable and safe ride. Ideal for neighborhood streets and bike paths, the bike’s frame geometry promotes easy handling, allowing young riders to feel confident while cycling. Great for family outings, this rental encourages leisurely exploration of the island's scenic spots. - Choose between two bike sizes for the perfect fit - Suitable for kids and teens, ensuring a safe ride - Perfect for leisurely family rides around Hilton Head - Helmets recommended for added safety, accessories available separately