InsideHHI
Hilton Head Island aerial view

Travel Planning

Plan Your Hilton Head Vacation

Everything you need to plan the perfect Hilton Head Island trip — itineraries, hotels, activities, and local tips.

Hilton Head Island is one of the most popular vacation destinations on the East Coast — and for good reason. The island offers world-class beaches, exceptional dining, outstanding water activities, and a relaxed, upscale atmosphere that's hard to find anywhere else. Here's everything you need to plan your trip.

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

Dolphin Tour

Dolphin Tour

Get up close with wild Atlantic bottlenose dolphins in their natural habitat

Miniboat Tour

Miniboat Tour

Captain your own miniboat through Hilton Head's scenic waterways

Pirate Cruise

Pirate Cruise

Kids hunt for treasure, fire water cannons, and get their own pirate gear

A Show

Comedy Magic Show

Comedy Magic Show

Kerry Pollock's 'Funny Not Filthy' show — magic, comedy, and audience participation

The Jazz Corner

The Jazz Corner

Live jazz every night, serious food, and the most unique dining experience on the island

A Special Meal at Home

Lowcountry Boil from Sweetwater Steamer

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

Dinner at The Sage Room

Dinner at The Sage Room

Open kitchen, chef's table, and the most elevated American fare on the island

Dinner at Ombra

Dinner at Ombra

Rustic Italian elegance — feels transported from the Italian countryside

Dinner at Michael Anthony's

Dinner at Michael Anthony's

Twenty-three years of anniversary dinners — house-made pasta, impeccable service

Dinner at Chez Georges

Dinner at Chez Georges

A French bistro with a Lowcountry accent — one of the island's most charming spots

Something Fun

Horseback Ride on the Beach

Horseback Ride on the Beach

Guided trail rides through Sea Pines Forest Preserve — open to all ages and skill levels

Segway Tour

Segway Tour

Glide through Honey Horn nature preserve on a guided Segway adventure — no experience needed

Distillery Tour & Tasting

Distillery Tour & Tasting

Tour Hilton Head's only craft distillery, taste award-winning island rum and spirits

Rent Bikes & Ride the Trails

Rent Bikes & Ride the Trails

Over 60 miles of paved paths — rent bikes and explore the island at your own pace