Discover the Chill Side of Your Favorite Sunny Spots!
The beach towns may be quieter, but the charm? It’s louder than ever!
Off-season is our favorite secret—when Wildwood’s boardwalk has room to roam, Hilton Head’s oaks drip with golden light, and Orlando’s magic feels just a bit more personal. Fewer crowds mean more space to explore, dine, shop, and really connect with the places you love.
Whether it’s sipping hot cocoa in Wildwood, taking a peaceful ferry to Daufuskie Island, or wandering the flower-lined paths of Leu Gardens in Orlando—this season is full of cozy, unexpected wonder.
Wildwood, NJ
Shops
- Seaport Village Shops – Quaint stores with gifts and coastal charm.
- Douglass Fudge & Candies – This spot includes a shop with local products, quirky Wildwood-themed merchandise, and craft beer takeaways.
- East Side Surf Shop – Retail concept mixing designer eyewear and headwear with skate, street, surf and lifestyle clothing and accessories.
Restaurants
- Surfing Pig – Waterfront BBQ spot serving smoky favorites, hearty breakfasts, and views of the marina.
- Dogtooth Bar & Grill – A cozy local favorite with killer wings and fresh sushi.
Family-Friendly Activities
- Doo Wop Experience Museum – Step back in time with vintage neon signs, retro memorabilia, and interactive exhibits.
- Dragon’s Lair Black Light Mini Golf (Indoor) – Enjoy a fun-filled round of indoor mini golf perfect for families!
- Winter Wildlife Boat Tours (near Cape May) – Set out on a family-friendly cruise to spot seals, seabirds, and marine life along the scenic coast.
Local Favorites
- Wildwood Crest Bike Path – A scenic ride through dunes and beach town bliss.
- Sunset Lake – Kayak or catch golden hour on the water.
- Winter Wonderland at the Wildwoods Convention Center – Enjoy festive lights, holiday cheer, and seasonal events perfect for the whole family
Hilton Head Island, SC
Shops
- Shelter Cove Towne Centre – Upscale boutiques and waterfront views.
- Coligny Plaza – Over 60 shops and restaurants steps from the beach.
- Harbour Town Shops – Charming coastal stores under live oaks.
Restaurants
- Skull Creek Boathouse – Fresh catch with Lowcountry vibes.
- Michael Anthony’s Cucina Italiana – Elegant Italian dining tucked in the trees.
- A Lowcountry Backyard – Shrimp & grits and sweet tea under string lights.
Family-Friendly Activities
- Pirates of Hilton Head – An interactive treasure hunt cruise.
- Coastal Discovery Museum – Learn about the island’s wildlife and Gullah heritage.
- Lawton Stables – Pony rides and nature trails.
Local Favorites
- The Salty Dog Café – Iconic shirts, drinks, and sunset views at South Beach Marina.
- Sea Pines Forest Preserve – Boardwalks, wildflowers, and birdwatching bliss.
- Daufuskie Island Day Trip – Explore a secluded island only accessible by ferry.
Orlando, FL
Shops
- The Mall at Millenia – Luxury brands and fine dining in one sleek spot.
- Disney Springs – Boutiques, live shows, and famous food in one open-air district.
- East End Market – Local goods, bakeries, and community vibes.
Restaurants
- The Ravenous Pig – Modern gastropub with Florida flair.
- Kadence – Omakase-style sushi hidden in a pink bungalow.
- Hunger Street Tacos – Street-style tacos made with artistry and love.
Family-Friendly Activities
- WonderWorks – “The Upside Down House” with 100+ hands-on exhibits.
- ICON Park – Ride The Wheel, explore the aquarium, and grab a bite in one walkable area.
- Crayola Experience – Create colorful memories and art galore.
Local Favorites
- Leu Gardens – A tropical oasis near downtown with butterflies and blooms.
- Lake Eola Swan Boats – Paddle around the lake surrounded by skyline and fountains.
- Wandering Palm Food Tours – Explore Orlando’s foodie scene beyond the guidebooks.