Fall in the Lowcountry is here, and Hilton Head Island is buzzing with excitement this October!

In this episode, we break down the biggest events happening across Hilton Head Island and Bluffton throughout October, from fall food and music festivals to outdoor community gatherings. Plus, we reveal our favorite new experience on the island that you must add to your HHI itinerary, and cover the latest news and ticket updates for the PGA TOUR’s RBC Heritage at Harbour Town Golf Links.

In this episode, we cover:

• October Festivals & Events: Top things to do, weekend festivals, and family-friendly activities across Hilton Head and the Lowcountry.
• Our Island Hidden Gem: The newest restaurant, tour, or attraction we recently tested and why it deserves a spot on your vacation list.
• RBC Heritage Updates: Tournament ticket release windows, signature event details, and how to plan ahead for Harbour Town.
• Local Fall Tips: Weather expectations, biking routes, and crowd pacing for visiting in October.

Planning a trip to Hilton Head Island this fall? In this episode, we break down the best things to do in Hilton Head in September, from warm beach days and outdoor adventures to can't-miss seasonal events.

Plus, we share our favorite new activity on Hilton Head Island that completely blew us away, and reveal the BEST way to get to Hilton Head—whether you’re driving, flying into SAV, or booking a direct flight into HHH.

Whether you're a first-time visitor or a long-time Lowcountry traveler, tune in for essential travel tips, insider secrets, and local recommendations!

In this episode, we cover:

• Top things to do in Hilton Head in September (weather, crowd levels, and events)
• Our favorite new experience on Hilton Head Island you need to try
• The best travel routes, airports, and transportation tips to reach the island stress-free

Planning a trip to Hilton Head Island this fall? In this episode of the Hilton Head Livin Podcast, we're sharing the best things to do in Hilton Head this fall, the favorite new experience we discovered this summer, and why where you stay can make all the difference during festival season.

We cover some of the biggest fall events on Hilton Head Island, including local festivals, outdoor activities, and seasonal favorites, along with one experience that completely surprised us this summer. We also share why we think Sonesta Resort Hilton Head Island is one of the best places to stay for a fall getaway thanks to its beachfront location and easy access to Celebration Park, Coligny Beach, Sea Pines, Shelter Cove, Palmetto Dunes, and many of the island's most popular attractions.

Whether you're planning a fall vacation, weekend getaway, or looking for the best things to do on Hilton Head Island, this episode is packed with local recommendations to help you make the most of your trip.

In this episode:
• The biggest Hilton Head fall festivals and events
• Our favorite new Hilton Head experience this summer
• Why your hotel's location matters during festival season
• Tips for planning the perfect fall getaway to Hilton Head Island

Heading into July 2026 on the island? We’ve got your ultimate summer guide!

In today’s episode, we break down the absolute best things to do in Hilton Head this July, from local fireworks spots to summer events you can't miss. Plus, we dive into a thrilling Lowcountry watersport adventure that needs to be at the top of your vacation bucket list, and check out the best hidden gems for home decor on Hilton Head Island to bring that coastal vibe into your own space.

Finally, soccer fans rejoice! The 2026 World Cup is heating up, and we are sharing the absolute best local sports bars, pubs, and outdoor watch parties on the island to catch the matches with great food and drinks.

Looking for the ultimate summer bucket list? We break down the absolute best Hilton Head things to do in June, from hidden gems to seasonal local favorites. Whether you are mapping out a perfect girls' night out on Hilton Head, hunting for island water activities, or looking for a wild day trip to a nearby exotic animal rescue farm, we have your itinerary covered.

In this episode, Jess & OT dive into the logistics of kicking off summer in Hilton Head, South Carolina highlighting the exact spots to skip the crowds and where you need to book reservations in advance.

#Ad with Old Oyster Factory

Welcome back to the Hilton Head Livin Podcast. This week, we are filming on location at Old Oyster Factory overlooking Broad Creek on Hilton Head Island.

In this episode, we talk about some of the biggest events and things to do around Hilton Head and Bluffton this May, including HarborFest fireworks, Mother’s Day ideas, MayFest, live music, family activities, and more.

We also break down why Old Oyster Factory has become one of our favorite waterfront dining spots on the island, especially for lunch. Most visitors only think about coming here for dinner, but locals know there is a completely different experience during the day with the same incredible views, huge oyster selection, and much smaller crowds.

We also talk about:
• Waterfront dining on Hilton Head Island
• Broad Creek kayaking and wildlife
• The best places for large groups and events
• HarborFest fireworks viewing tips
• Hilton Head restaurant recommendations
• Why this feels like the quintessential Hilton Head experience

If you love Hilton Head Island restaurants, local events, travel tips, beaches, food, and behind the scenes island life, make sure to subscribe for new episodes every week.

#HiltonHead #HiltonHeadIsland #OldOysterFactory #HiltonHeadRestaurants #HiltonHeadLivin #SouthCarolina #HiltonHeadVacation #BroadCreek #WaterfrontDining

Looking for the best things to do in Hilton Head this April? Spring has officially arrived, and the island is alive with world-class events, hidden dining gems, and holiday traditions. In this episode of the Hilton Head Livin podcast, hosts OT and Jessica Gibbons walk you through the ultimate April island guide.

Inside this episode:

• Easter on Hilton Head: A complete breakdown of festivities, including the Sonesta Resort Easter Brunch, the Sea Pines Easter Egg Hunt, and sunrise services at Lowcountry Celebration Park.
• RBC Heritage & Major Events: Everything you need to know about the RBC Heritage, the Lowcountry Food Truck Festival, and the Charity Polo Match at Rose Hill.
• Waterfront Dining: We reveal why the Old Oyster Factory is our favorite "hidden" lunch spot for fresh shrimp tacos and Maryland-style crab cakes with unbeatable views of Broad Creek.
• Island Pro-Tips: How to get your Sea Pines gate fee refunded at restaurants like Quarterdeck and Harbour Town Bakery.
• Bluffton Finds: Why you need to visit the Bluffton Pasta Shop for fresh take-home dinners.

Everything you need to know about Hilton Head Island Spring events in March 2026! From the 40th Anniversary St. Patrick’s Day Parade to the RBC Heritage at Harbour Town, we’re breaking down the best things to do on Hilton Head this spring.

In this episode of the Hilton Head Livin’ Podcast, we share insider tips for navigating the island's biggest festivals, avoiding the crowds, and making the most of your Lowcountry vacation.

☘️ Top March 2026 Events on Hilton Head:

• Hilton Head St. Patrick’s Day Parade: Celebrating the 40th Anniversary! We discuss the parade route, parking, and best viewing spots.

• WingFest 2026: Held at Lowcountry Celebration Park—tips for the best wings and skipping the long lines. • Hilton Head Wine & Food Festival: Plus the Craft Beers at the Beach event.

• RBC Heritage 2026: Insider guide to Harbour Town Golf Links. We cover bike parking, which holes have the best views, and where to stay for tournament week.

• Local Favorites: Island J Farms Open Farm Day, Newsies the Musical, and the Burnt Church Distillery Anniversary.

• Bluffton Events: The St. Patrick’s Day Block Party & 5K.

🚲 Resident & Visitor Resources:

Whether you are a local resident, a seasonal snowbird, or planning a Hilton Head spring break, this episode is your ultimate guide to the island.

• Get the Links: Sign up for our newsletter at HiltonHeadLivin.com for event tickets and maps.

• Support the Show: If you enjoy learning about Hilton Head restaurants, events, and things to do in Hilton Head, please follow, rate, and review the podcast!