Book Before You Arrive
The most popular activities on Hilton Head sell out weeks in advance during peak season. Book early to secure your spot.
An Activity on the Water
These sell out weeks in advance in summer. Book early.
Dolphin Tour
Get up close with wild Atlantic bottlenose dolphins in their natural habitat
Miniboat Tour
Captain your own miniboat through Hilton Head's scenic waterways — no experience needed
Pirate Cruise
Kids hunt for treasure, fire water cannons, and get their own pirate gear
A Show
Three of the most unique evening experiences on the island — all require reservations.
Comedy Magic Show
Kerry Pollock's 'Funny Not Filthy' show — magic, comedy, and audience participation all night
Dinner & Show at The Jazz Corner
Live jazz nightly, serious food, only 55 seats — book tickets online. Two shows: 6:30 PM & 9:00 PM. Dinner required with all reservations.
A Special Meal at Home
Order ahead — they can sell out on busy summer days.
Lowcountry Boil from Sweetwater Steamer
Order a bucket of local shrimp, crab, corn & sausage — take it back and cook it in your rental
A Special Meal Out
These restaurants fill up fast — especially on weekends and during peak season.
Chef's Table at The Sage Room
Only 10 seats wrapping the open kitchen — front-row to the island's best fine-dining kitchen. Call to reserve; this fills up first.
Dinner at The Sage Room
Open kitchen, Wine Spectator award-winning list, and the most elevated American fare on the island
Dinner at Ombra
Rustic Italian elegance — feels transported from the Italian countryside
Dinner at Michael Anthony's
Twenty-three years of anniversary dinners — house-made pasta, impeccable service
Dinner at Chez Georges
A French bistro with a Lowcountry accent — one of the island's most charming spots
Something Fun
Book ahead — guided tours fill up fast, especially on weekends.
Horseback Ride on the Beach
Guided trail rides through Sea Pines Forest Preserve — open to all ages and skill levels
Segway Tour
Glide through Honey Horn nature preserve or Mitchelville on a guided Segway adventure — no experience needed
Distillery Tour & Tasting
Tour Hilton Head's only craft distillery, taste award-winning island rum and spirits
Reserve Bicycles for the Week
60+ miles of paved paths — reserve bikes for your full stay so they're waiting when you arrive. Weekly rentals go fast in summer.