Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version

5-Day Express Coastal Road Trip: Driving from South Carolina to Maine (Sept 18–22, 2024)

Viewed by 128 travelers

Day 1: Historic Charleston

Charleston, United States on September 18, 2024

8:00AM

Breakfast at Callie's Hot Little Biscuit

Casual Southern biscuits and breakfast sandwiches to fuel your drive; popular spot that typically opens by 8:00AM—expect a short line on a travel morning.
USD12, 45m

9:00AM

Stroll Charleston Historic District & The Battery

Walk pastel Rainbow Row, cobblestones, and gardened squares to soak local history and architecture; outdoors and open all day.
Free, 1h

10:30AM

Fort Sumter National Monument (ferry)

Short harbor cruise plus historic fort visit — ferries run several times daily (typically 9:30AM–4:00PM in September); book tickets in advance to secure a mid-morning departure.
USD25, 2h

1:00PM

Lunch at Fleet Landing Restaurant

Waterfront seafood with southern flair; usually open for lunch from 11:00AM—great local oysters and waterfront views.
USD30, 1h

2:30PM

Drive to Wilmington, NC

Head north on US-17/I-95 connector and coastal highways toward Wilmington — expected drive time ~3h15m depending on traffic; this positions you for the next day along the coast.
USD0 (gas tolls vary), 3h15m

6:00PM

Check-in and quick walk on Wilmington Riverwalk

Stretch your legs along the Cape Fear River and see the downtown lights; Riverwalk is open public space into the evening.
Free, 45m

7:30PM

Dinner at Catch Wilmington

Locally sourced seafood and seasonal preparations—open evening hours (typically until 9:00–10:00PM); great stop for the first night northbound.
USD45, 1h30m

Day 2: Coastal NC

Wilmington, United States to Outer Banks, United States on September 19, 2024

8:00AM

Breakfast at The Basics (Wilmington)

Hearty southern-style breakfast with farm-fresh eggs and biscuits; opens early and is ideal before a museum visit.
USD15, 1h

9:30AM

Battleship North Carolina

Self-guided and docent-led tours of this preserved WWII battleship docked on the Cape Fear River; visitor center and ship typically open 9:00AM–5:00PM in September.
USD15, 1h30m

11:30AM

Lunch on the Riverwalk at The George on the Riverwalk

Casual riverfront lunch offering seafood and Southern fare — convenient stop before the drive up the coast.
USD25, 1h

1:00PM

Drive to Outer Banks (Nags Head / Kill Devil Hills)

Scenic coastal drive via US-17 and US-64/158 across bridges to the Outer Banks; plan ~3h depending on traffic and ferry/bridge conditions.
USD0 (gas; bridge/toll fees may apply), 3h

4:15PM

Check-in and relax on the beach

Settle in at a Nags Head or Kill Devil Hills hotel and enjoy late-afternoon beach time—beaches are open daylight hours (sunset varies in September, ~7:20PM).
Free, 1h30m

6:00PM

Jockey's Ridge State Park

Climb the tallest living sand dune on the East Coast and watch the sunset; park open daylight hours, great for easy exploration in early evening.
Free, 1h

7:30PM

Dinner at Blue Moon Beach Grill

Indoor/outdoor seafood grill serving local catches and coastal dishes—typically open for dinner service through the evening.
USD40, 1h30m

Day 3: Long Travel Day

Outer Banks, United States to New Haven, United States on September 20, 2024

7:30AM

Breakfast at Outer Banks Coffee & Bakery

Grab coffee and a light breakfast to start a longer driving day; most local cafes open by 7:30–8:00AM in September.
USD12, 30m

8:30AM

Wright Brothers National Memorial (Kitty Hawk)

See the monument and learn about the first powered flights; visitor center typically open 9:00AM–5:00PM—arriving early helps avoid crowds and gives a short hike option.
USD8 per car, 1h

10:00AM

Depart northbound—long drive to New Haven, CT

Major driving day: expect roughly 8–9 hours of driving from the Outer Banks to New Haven depending on route, stops, and traffic; this leg carries you well into New England for the next day’s coastal stops.
USD0 (gas; tolls may apply), 8h30m

2:30PM

Lunch en route (plan a rest stop)

Stop at a highway town or waterfront diner along the way (options include Virginia/Pennsylvania shore towns); allow 45–60 minutes for a break and refuel—many lunch spots open 11:00AM onward.
USD20, 1h

6:00PM

Short stretch and coffee break

Plan a 20–30 minute coffee/stretch stop in Rhode Island or eastern Connecticut to break the drive and check traffic into New Haven.
USD8, 30m

8:30PM

Arrive New Haven & dinner at Frank Pepe Pizzeria Napoletana

Classic New Haven-style pizza in business hours often until late evening—great casual dinner option after a long day on the road.
USD20, 1h

10:00PM

Evening walk on Yale campus (optional)

Quiet nighttime stroll through Yale’s historic campus and Beinecke Plaza—open public outdoor spaces; good unwind before bed.
Free, 30m

Day 4: Rhode Island Stop

New Haven, United States to Newport, United States then Portland, United States on September 21, 2024

8:00AM

Breakfast at Atticus Bookstore Cafe (New Haven)

Light breakfast and coffee in a cozy bookstore-cafe—opens early and is a pleasant start before a scenic morning drive.
USD15, 45m

9:15AM

Drive to Newport, RI

Scenic coastal drive of about 2 hours; aim to arrive late morning to maximize the famed Newport sights.
USD0 (gas; tolls may apply), 2h

11:30AM

Lunch at The Mooring Seafood Kitchen & Bar (Newport)

Waterfront restaurant known for fresh shellfish and scenic harbor views—lunch typically served from late morning through afternoon.
USD35, 1h

1:00PM

Cliff Walk & Newport Mansions (exterior views)

Combine the famous Cliff Walk with views of Newport’s Gilded Age mansions; Cliff Walk is open daylight hours, mansions have visiting hours generally 10:00AM–5:00PM—check specific mansion hours if you plan interior tours.
Free (mansion tours USD20–USD30 each), 2h

3:30PM

Drive north to Portland, ME

Long but manageable drive of roughly 3.5–4 hours — you’ll move from Rhode Island into coastal Maine in time for dinner and an evening stroll.
USD0 (gas; tolls may apply), 4h

8:00PM

Check-in and Dinner at Eventide Oyster Co. (Portland)

Modern New England oyster bar popular for its creative seafood dishes—open evenings (usually until ~9:00–10:00PM); reservations or arrival timing recommended.
USD40, 1h30m

Day 5: Portland & Peaks

Portland, United States on September 22, 2024

8:00AM

Breakfast at The Holy Donut

Try potato-based donuts and strong coffee to kick off a coastal Maine day; shop typically opens around 8:00AM.
USD10, 30m

9:00AM

Portland Head Light — Fort Williams Park

Visit Maine’s most photographed lighthouse and scenic coastal park; Fort Williams Park is open from sunrise to sunset—lighthouse grounds offer excellent photo ops and short walks.
Free, 1h30m

11:00AM

Return to Old Port & Casco Bay ferry to Peaks Island (if desired)

Ferries to Peaks Island run multiple times daily (check the Casco Bay Lines schedule; typical daytime service 8:00AM–6:00PM); a 2–3 hour island visit gives coastal views and relaxed island time.
USD8 round trip, 2h30m

1:30PM

Lunch at Duckfat (Old Port)

Casual local favorite for paninis, fries, and creative small plates—open midday and ideal after a morning of exploring.
USD20, 1h

3:00PM

Portland Museum of Art or Old Port shopping

Choose museum time (typically open 10:00AM–5:00PM) or wander cobblestone streets, galleries, and independent shops in the Old Port.
USD15 (museum), 2h

5:30PM

Eastern Promenade walk

Scenic waterfront trail offering views across Casco Bay—great late-afternoon stroll to cap the trip.
Free, 45m

7:00PM

Farewell Dinner at Fore Street

Acclaimed wood-fired restaurant highlighting local seafood and produce—reservations recommended for a signature Portland dining experience.
USD65, 1h45m
0
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version