The weather is changing, and the holidays are right around the corner. Why not take some time away before all the hustle and bustle of the Holiday season? A trip to Hilton Head is a great place to do just that! October is a great month to visit, as the air is still warm and comfortable, the summer crowds have thinned out, and the ocean is just right for a swim. The island comes alive with fall festivals, live music, and outdoor adventures. Whether you’re looking for quiet mornings on the beach, bike rides under golden canopies, or local seafood straight from the dock, Hilton Head in October is hard to beat.
In this article:
- Outdoor Adventures: Hilton Head's Nature & Coastal Beauty
- Dining & Seasonal Favors
- Coastal Discovery Museum
- Seasonal Events & Festivals
- Best Vacation Rentals for Your Stay
- Frequently Asked Questions
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Outdoor Adventures: Hilton Head's Nature & Coastal Beauty
October is one of the best times to explore the outdoors and all it offers! The summer heat has mellowed, and the island's natural beauty is front and center. Whether you want to paddle through calm salt marshes, spot dolphins on a sunset cruise, pedal under live oaks, or take in the scenery from a wagon ride, there’s something here for every kind of explorer. And if you’re up for a little adventure, a quick trip to Daufuskie Island gives you a whole new world to discover.
Here are some fun outdoor adventures for you and your family and friends to enjoy:
Wildlife & Dolphin Cruises
The ocean is still warm in October, making it a great time to spot dolphins and other wildlife from the water. Ready to get out there? Here are some cruise options to check out:
- Hilton Head Island Dolphin Cruise and Nature Tour: These family-friendly tours give you a great chance to see dolphins and other marine life up close, with guides who share fun facts about the local ecosystem. Dolphin encounters are guaranteed on each trip, or you receive a free tour at a later date. There are three grand tours to choose from!
- 90 Minute Hilton Head Sunset Dolphin Cruise: A sunset cruise is an incredible way to spot local dolphins. On this 90-minute tour, you'll learn about the salt marsh and enjoy local dolphins frolicking in the water. Feel free to bring snacks and beverages too!
- 2 Hour Kayak Hilton Head Dolphin and Nature Tour: Experience a guided kayak tour where you will get up close and personal with bottlenose dolphins. Manatees, loggerhead turtles, mink, otter, and bald eagles are occasionally seen. Great for all ages!
- Dolphin and Nature Tours: Perfect for small groups, this personalized dolphin and nature eco-tour is a great way to experience dolphins in their natural habitat and dolphin "strand feeding."
Kayak Tours & Paddle Boarding
Nothing beats gliding quietly through Hilton Head’s creeks and inlets in a kayak. Get up close with egrets, herons, and maybe even a curious dolphin. The views are peaceful, the pace is leisurely, and you’ll see a side of the island accessible only from the water.
- Guided Kayak Nature Tour: This two-hour tour is perfect for everyone, no matter your experience level. You’ll explore Hilton Head’s beautiful tidal salt marshes and have plenty of chances to see dolphins and other wildlife.
- Family Intro to Stand-Up Paddleboarding: This 1.5-hour course is designed for families with kids under 12. Participants will learn about the equipment, safety, and paddle strokes.
- Hourly Kayak & Paddleboard Rentals: Want to get out on the water at your own pace? Head over to Shelter Cove Marina, where you can rent kayaks or paddleboards by the hour. Just remember that rentals are first-come, first-served, so arriving early is a good idea!
Discover Hilton Head by Bike
With over 60 miles of smooth, paved bike trails, Hilton Head is a cyclist’s paradise. Biking on the beach is also a great way to explore during low tide. In need of a bike to ride? Hiton Head has many local bike rental shops. Many will deliver bikes right to your vacation rental.
Day Trip to Daufuskie Island
For a real adventure, catch a ferry to Daufuskie Island, just a short ride from Hilton Head. Departing from Broad Creek Marina, the ferry navigates across the Calibogue Sound to Freeport Marina on Daufuskie Island. Once on the island, you can rent a golf cart and embark on your adventure. Cruise past historic landmarks, grab a bite at local eateries, browse unique artisan shops, and enjoy the island's peaceful serenity. Learn more and book your trip today.
Golfing in Hilton Head in the Fall
Fall is the perfect time to hit the links on Hilton Head, with cooler temperatures and courses framed by autumn’s golden light. Whether you’re a seasoned golfer or a beginner, the island’s world-class greens are ready in October! View the complete guide to golfing on Hilton Head Island.
Dining & Seasonal Flavors
Good food is a big part of any Hilton Head getaway, and the island’s dining scene doesn’t disappoint. From fresh-off-the-boat seafood to cozy Lowcountry favorites, something delicious awaits around every corner.
- Bowdie's Chophouse: Experience northern flavors shared by the Bowdish family. Bowdies has the best steak on the island and outstanding service. It offers top-notch cuisine, like the escargot, upscale seafood, exceptional sides, and standout drinks. If you have a question about a specific dish or cocktail, the staff at Bowdies is happy to help. Bowdie’s is the perfect spot for a memorable night out and an exquisite dining experience.
- Old Oyster Factory: Recognized by OpenTable as one of America’s Top 100 Scenic View Restaurants and Top 50 Kid-Friendly Restaurants, The Old Oyster Factory has been a favorite Hilton Head waterfront spot for families since 1989. Set along Broad Creek, it’s the go-to place for fresh seafood, especially the raw oysters, with many options. Another island favorite is the Low Country Blue Crabcakes. Don't forget to end the evening with some dessert! Top it off with crème brûlée or Dark Belgian mousse while enjoying the panoramic views.
- Black Marlin Bayside Grill: The Black Marlin offers standout coastal dining on Hilton Head Island, with marina views, excellent cuisine, and a welcoming atmosphere. Whether it’s a romantic night out or a meal with friends, guests love the memorable experience and outstanding service that make it one of the island’s favorite restaurants. Recommended dishes include the peel-and-eat fresh local shrimp, Black Marlin tacos, and grouper.
Coastal Discovery Museum
Need a rainy-day activity? Visit the Coastal Discovery Museum, where you can explore the natural beauty and cultural heritage of Hilton Head Island. Wander the 70-acre Honey Horn property with its gardens, boardwalks, and historic buildings, explore interactive Lowcountry history and wildlife exhibits, or step inside the butterfly habitat. The museum offers something for all ages with guided tours, family programs, and rotating art and cultural displays.
- Hours: Monday through Saturday, 9 am to 4 pm, and Sunday, 11 am to 4:30 pm. Call 1-843-689-6767 for holiday hours.
- Admission: Free
- Address: 70 Honey Horn Drive, Hilton Head Island
Seasonal Events and Festivals
October’s calendar is packed with fun on Hilton Head Island and nearby Bluffton. Here are some of the best festivals and events you won’t want to miss:
- Fish and Grits Music Festival (October 4): A family-friendly, one-day event on Hilton Head Island that celebrates the Gullah Geechee culture, its evolution, and its lasting connections to African heritage through music, arts, and community engagement.
- Oktoberfest (October 4): Celebrate Oktoberfest at Hilton Head’s Shelter Cove Harbour and Marina on October 4 with Samuel Adams brews, German-inspired fun, and live music.
- Jeep Island (October 10-11): A fundraiser for Island Rec's Children Scholarship fund, the Jeep Island and Chili Cookoff Extravaganza on Hilton Head Island offers a fun-filled weekend of adventure, great food, and community spirit.
- Pumpkin Patch (October 17): Free family-friendly event at Shelter Cove Park with costume contest, bounce houses, pumpkins, games, and more!
- Historic Bluffton Arts & Seafood Festival (October 18-19): Celebrate 21 years of tradition with fresh seafood, Lowcountry cuisine, cultural activities, and the highlight of the festival, the Street Fest.
- Mac and Cheese Festival (October 25): The Mac and Cheese Festival features creative twists on the classic dish, from smoky BBQ and spicy flavors to crispy toppings and gourmet variations. Go hungry! You won't be disappointed!
- Grand Motoring Film Festival (October 31): Car lovers and movie buffs unite for this unique festival featuring classic cars, celebrity guests, gourmet bites, and film premieres.
- Low Country Driving Tour (October 31): Cruise the scenic Lowcountry with fellow car enthusiasts, exploring historic landmarks and picturesque island roads.
Book Your Hilton Head Vacation for October and Enjoy all the Island has to Offer
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Frequently Asked Questions
Is it still warm enough to go to the beach in October?
Yes! The October weather in Hilton Head is usually mild and pleasant, averaging around 76ºF. The ocean is often warm enough for swimming and water sports. You can also enjoy relaxing walks and building sand castles.
What kind of wildlife can I see in Hilton Head in the fall?
Fall is a great time to spot dolphins, seabirds, and even sea turtles as they return to the ocean. Guided tours and cruises are an excellent way to get close to Hilton Head’s unique wildlife.
How should I pack for a trip to Hilton Head in October?
Days are usually sunny and warm, but evenings can be cool, so we suggest packing layers of clothing. Bring comfortable clothes for outdoor activities, a swimsuit, and a light jacket for cooler nights.