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Epic Road Trip: Driving from South Carolina to Maine with the Hamptons and Martha's Vineyard

Viewed by 95 travelers

Day 1: Departure Day

Columbia, SC on September 18, 2024

8:00 AM

Breakfast at Melting Pot

Kick off your road trip with a hearty breakfast at the Melting Pot, known for its cheesy fondue and delicious omelets.
Traveling through downtown Columbia to reach the restaurant.
USD20, 1 hour

9:30 AM

Visit Riverbanks Zoo & Garden

Take a leisurely stroll through Riverbanks Zoo to encounter an array of animals and enjoy the beautiful gardens.
15-minute drive from the restaurant.
USD12, 2 hours

12:00 PM

Lunch at The Whig

Savor a casual lunch at The Whig, a relaxed bistro offering classic sandwiches and local brews.
10-minute drive from the zoo.
USD15, 1 hour

1:30 PM

Start Driving to Richmond, VA

Hit the road towards Richmond, VA to continue your journey north, enjoying the scenic views of the countryside.
Take I-77 N followed by I-85 N.
N/A, 3.5 hours

5:00 PM

Check-in at Hotel Rooftop

Arrive in Richmond, check in, and relax at your hotel which offers lovely rooftop views of the skyline.
Located in the heart of Richmond.
USD150, 1 hour

6:30 PM

Dinner at Lemaire

Dine at Lemaire, renowned for its seasonal ingredients and exquisite twist on American cuisine.
Quick 5-minute drive from your hotel.
USD50, 1.5 hours
Find Hotels in Columbia

Day 2: Culture and History

Richmond, VA on September 19, 2024

8:00 AM

Breakfast at Perly's

Start your day at Perly's, a deli famous for its hearty bagels and breakfast sandwiches.
Walkable distance from the hotel.
USD15, 1 hour

9:30 AM

Visit the Virginia State Capitol

Explore the historic Virginia State Capitol, designed by Thomas Jefferson himself.
5-minute drive from restaurant.
Free, 1.5 hours

11:30 AM

Drive to Philadelphia, PA

Embark on your drive to Philadelphia, taking in the scenic route along I-95 N.
6-hour drive.
N/A, 6 hours

6:00 PM

Check-in at the Kimpton Hotel

Arrive in Philadelphia, check in, and unwind at your trendy hotel in the heart of the city.
Located downtown.
USD180, 1 hour

7:30 PM

Dinner at Zahav

Indulge in a modern Israeli dinner at Zahav, famous for its mezze and pomegranate lamb shoulder.
5-minute walk from the hotel.
USD60, 2 hours
Find Hotels in Richmond

Day 3: Historical Exploration

Philadelphia, PA on September 20, 2024

8:00 AM

Breakfast at High Street on Market

Fuel up with freshly baked pastries and robust coffee at this popular breakfast spot.
10-minute walk from the hotel.
USD15, 1 hour

9:30 AM

Visit Independence Hall

Tour Independence Hall, where the Declaration of Independence was signed, a must-see for history buffs.
15-minute walk from the café.
Free, 2 hours

12:00 PM

Lunch at Reading Terminal Market

Enjoy lunch at the vibrant Reading Terminal Market, featuring a variety of local vendors and cuisines.
10-minute walk from Independence Hall.
USD20, 1.5 hours

2:00 PM

Drive to The Hamptons, NY

Set off for The Hamptons, taking the scenic route along Long Island.
I-95 N and follow signs.
N/A, 2.5 hours

4:30 PM

Check-in at the Montauk Manor

Arrive in The Hamptons, where you will check into the Montauk Manor, offering excellent views and close proximity to the beach.
Located in Montauk, NY.
USD250, 1 hour

6:30 PM

Dinner at The Crow's Nest

Dine at The Crow's Nest, which offers a fresh seafood menu and beautiful sunset views.
10-minute drive from your hotel.
USD50, 2 hours
Find Hotels in Philadelphia

Day 4: Relaxing in The Hamptons

The Hamptons, NY on September 21, 2024

8:00 AM

Breakfast at Joni's Kitchen

Start your day with a delicious breakfast at Joni's, known for their farm-to-table options.
Short drive from the hotel.
USD20, 1 hour

9:30 AM

Visit Montauk Lighthouse

Explore the historic Montauk Lighthouse, the oldest lighthouse in New York and enjoy breathtaking views.
15-minute drive from restaurant.
USD12, 1.5 hours

12:00 PM

Lunch at Gosman's Dock

Enjoy fresh seafood at Gosman's Dock, with a wide variety of choices and great waterfront views.
5-minute drive from the lighthouse.
USD30, 1.5 hours

2:00 PM

Ferry to Martha's Vineyard

Take the ferry from Montauk to Martha's Vineyard for a delightful afternoon on the island.
Board the ferry near Gosman's Dock.
USD40, 1 hour ferry ride

3:30 PM

Explore Edgartown

Discover the charming streets, boutiques, and beaches in the historic town of Edgartown.
Around 20-minute ferry ride from Montauk.
Free, 3 hours

6:30 PM

Dinner at The Seafood Shanty

Enjoy fresh catches and classic dishes at The Seafood Shanty, perfect for watching the sunset.
Walking distance within Edgartown.
USD40, 1.5 hours

8:00 PM

Return Ferry to Montauk

Return to Montauk after a delightful day at Martha’s Vineyard, ready for rest.
Board the ferry back to Montauk.
USD40, 1 hour ferry ride
Find Hotels in The Hamptons

Day 5: Travel to Portland

Montauk, NY on September 22, 2024

8:00 AM

Breakfast at The Driftwood

Enjoy breakfast with a beach view at The Driftwood, famous for its hearty breakfast plates.
Short drive from your hotel.
USD25, 1 hour

9:30 AM

Last Stroll on Montauk Beach

Take a final stroll along Montauk Beach and maybe dip your toes in the ocean.
Short drive to the beach.
Free, 1 hour

10:30 AM

Drive to Portland, ME

Set off for Portland, Maine, looking forward to a change in scenery as you head up the coast.
Take Route 27 N and I-95 N.
N/A, 5 hours

4:00 PM

Check-in at hotel in Portland

Arrive in Portland, check into your hotel and relax after a great journey.
Located near the waterfront.
USD180, 1 hour

5:30 PM

Dinner at Eventide Oyster Co.

Treat yourself to fresh seafood at Eventide Oyster Co., known for its exquisite lobster rolls.
15-minute walk from your hotel.
USD50, 1.5 hours
Find Hotels in Montauk

Day 6: Explore Portland

Portland, ME on September 23, 2024

8:00 AM

Breakfast at The Holy Donut

Begin your last day with breakfast at The Holy Donut, famous for its delicious potato donuts.
Short walk from your hotel.
USD10, 1 hour

9:30 AM

Visit the Portland Head Light

Explore the historic Portland Head Light and enjoy stunning views of the Atlantic Ocean.
20-minute drive from the hotel.
Free, 2 hours

12:00 PM

Lunch at J's Oyster

Indulge in fresh seafood at J's Oyster, a favorite among locals for its clam chowder and fried clams.
20-minute drive back to Portland.
USD25, 1 hour

1:30 PM

Explore Old Port District

Wander the cobblestone streets of the Old Port District, filled with boutiques and art galleries.
15-minute walk from lunch.
Free, 2.5 hours

4:00 PM

Departure from Portland

Enjoy a final scenic stroll in Portland before you head home filled with beautiful memories.
N/A, end of the trip.
N/A, N/A
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