Bluffton and Hilton Head 5-Day Itinerary
Bluffton + Hilton Head 5-Day Itinerary
Five days across two Lowcountry destinations — the best of both worlds.
Bluffton and Hilton Head Island are just 12 miles apart, but they feel like different worlds — and that contrast is exactly what makes a combined trip so satisfying. Spend the first half of your trip in Bluffton's historic Old Town, then cross the bridge to Hilton Head for beaches, resort amenities, and a different pace. You'll leave with a complete picture of the Lowcountry.
Days 1–2 — Bluffton Base
Arrive in Bluffton, check into Old Town accommodation, explore Calhoun Street galleries and the Heyward House
Dinner at The Bluffton Room — the best introduction to Lowcountry cuisine
Kayak the May River marshes with a guided tour
Pinckney Island Wildlife Refuge hike — look for dolphins, roseate spoonbills, and alligators
Fish camp dinner on the May River — the quintessential Bluffton experience
Day 3 — Golf Day
18 holes at Old South Golf Links or Eagle's Pointe — both offer Lowcountry marsh views
Final Old Town stroll, pick up local art or gifts to take home
Move to Hilton Head accommodation — check in and explore your resort or rental
Days 4–5 — Hilton Head
Beach day on Hilton Head — the wide, flat beaches are some of the best on the East Coast
Bike the Hilton Head trail system — 60+ miles of paths connect the island's beaches, parks, and neighborhoods
Harbour Town lighthouse and marina — the iconic Hilton Head landmark, best in the morning light
Depart from Savannah/Hilton Head International Airport — just 20 minutes from Hilton Head
Insider Tips
Stay in Bluffton first — it sets the right tone and gives you the authentic Lowcountry experience before the resort side.
A car is essential for this itinerary — the two destinations are 12 miles apart.
For Days 4–5, Sea Pines Resort on Hilton Head is the best base — Harbour Town is right there. Browse oceanfront homes and resort villas at hiltonheadrentals.com.
Keep exploring
More Bluffton Itineraries
Ready to Plan Your Trip?
Explore restaurants, places to stay, things to do, and more in our complete Bluffton guide.
Where to Stay on Hilton Head
Find Your Hilton Head Rental
Hilton Head Rentals is the island's dedicated vacation rental source — oceanfront homes, resort villas, and private cottages across Sea Pines, Palmetto Dunes, and Shipyard. The perfect base for Days 4 and 5 of this itinerary.