14-Day Family Friendly East Coast Adventure: City Sights and Nature Highlights

Day 1: Explore Boston

Boston, Massachusetts

9:00AM

Visit Boston Common

Start your day with a stroll through Boston Common, the oldest public park in the U.S., where the kids can enjoy the playground.
Address: 139 Tremont St, Boston, MA 02111
CURRENCY0, 1 hour

10:30AM

Freedom Trail

Walk the famous Freedom Trail, which takes you through 16 historical sites in Boston that will entertain and educate the whole family.
Freedom Trail starts at Boston Common
CURRENCY0, 2 hours

1:00PM

Lunch at Quincy Market

Enjoy a family-friendly lunch at Quincy Market, sampling everything from clam chowder to delicious pizza.
Address: 4 S Market St, Boston, MA 02109
CURRENCY50, 1.5 hours

3:00PM

New England Aquarium

Explore the New England Aquarium where kids can see penguins, sea turtles, and touch marine life at the touch tank.
Address: 1 Central Wharf, Boston, MA 02110
CURRENCY100, 2 hours

6:00PM

Dinner at The Capital Grille

Have a delightful family dinner at The Capital Grille, known for its welcoming atmosphere and delicious steaks.
Address: 900 Boylston St, Boston, MA 02115
CURRENCY150, 1.5 hours
View Hotel Availability

Day 2: Boston to Cape Cod Day Trip

Cape Cod, Massachusetts

7:30AM

Breakfast at Tatte Bakery

Start your day with a delicious breakfast of pastries and coffee at the charming Tatte Bakery.
Address: 128 Beaconsfield Rd, Brookline, MA 02446
CURRENCY40, 1 hour

9:00AM

Travel to Hyannis

Head to Hyannis in Cape Cod, where you can enjoy beautiful beaches.
Drive time: 1 hour 15 minutes
CURRENCY0, 1.5 hours

11:30AM

Visit Kennedy Compound

Take a quick tour of the Kennedy Compound, and learn about the famed family.
Address: 40 Marthas Vineyard Land, Hyannis, MA 02601
CURRENCY0, 1 hour

12:30PM

Lunch at Spanky's Clam Shack

Indulge in fresh seafood at Spanky's, a kid-approved spot with fun outdoor seating.
Address: 135 Ocean St, Hyannis, MA 02601
CURRENCY60, 1 hour

2:00PM

Explore Craigville Beach

Relax and play at Craigville Beach, where kids can build sandcastles and enjoy the water.
Address: Craigville Beach Rd, Centerville, MA 02632
CURRENCY0, 2 hours

5:00PM

Return to Boston

Head back to Boston in the early evening.
Drive time: 1 hour 15 minutes
CURRENCY0, 1.5 hours

7:00PM

Dinner at Legal Sea Foods

Enjoy dinner at a Boston staple with an extensive seafood menu and family-friendly options.
Address: 26 Park Plaza, Boston, MA 02116
CURRENCY120, 1.5 hours
View Hotel Availability

Day 3: Travel to New York City

New York City, New York

8:00AM

Breakfast at Flour Bakery

Fuel up with fresh pastries and coffee at Flour Bakery before heading to New York City.
Address: 1145 B Washington St, Boston, MA 02215
CURRENCY50, 1 hour

9:30AM

Travel to NYC via Amtrak

Enjoy a comfortable train ride into the bustling New York City.
Amtrak Station, Boston
CURRENCY165, 4 hours

1:30PM

Lunch at Ellen's Stardust Diner

Have lunch at this unique diner where the waitstaff performs Broadway numbers.
Address: 1650 Broadway, New York, NY 10019
CURRENCY80, 1.5 hours

3:00PM

Visit Times Square

Explore the bright lights of Times Square; don't forget to take some family photos!
Times Square, New York, NY 10036
CURRENCY0, 1 hour

4:00PM

Top of the Rock Observation Deck

Head to the Top of the Rock for stunning views of New York City from above.
Address: 30 Rockefeller Plaza, New York, NY 10112
CURRENCY130, 1.5 hours

6:00PM

Dinner at Junior's Restaurant

Savor New York-style deli food and world-famous cheesecake at Junior's.
Address: 1515 Broadway, New York, NY 10036
CURRENCY100, 1.5 hours
View Hotel Availability

Day 4: Discover More of NYC

New York City, New York

8:00AM

Breakfast at Sarabeth's Central Park South

Enjoy a scrumptious breakfast at Sarabeth’s, famous for its delicious pancakes.
Address: 40 Central Park S, New York, NY 10019
CURRENCY70, 1 hour

9:30AM

Central Park

Explore Central Park; rent bikes or take a carriage ride for a fun family experience.
Central Park, New York, NY 10024
CURRENCY40, 2 hours

12:00PM

Picnic Lunch in Central Park

Grab takeout from a local deli and enjoy a picnic in Central Park under the trees.
Central Park, find a shady spot!
CURRENCY50, 1 hour

1:00PM

Visit the American Museum of Natural History

Head to The American Museum of Natural History to explore exhibits that will fascinate both kids and adults alike.
Address: Central Park West & 79th St, New York, NY 10024
CURRENCY60, 3 hours

4:30PM

Explore The High Line

Walk the High Line, a unique elevated park with beautiful city views and gardens.
Address: New York, NY 10011
CURRENCY0, 1.5 hours

6:00PM

Dinner at Chelsea Market

Explore the diverse food options at Chelsea Market, from tacos to artisanal pizza.
Address: 75 9th Ave, New York, NY 10011
CURRENCY120, 1.5 hours
View Hotel Availability

Day 5: Journey to Philadelphia

Philadelphia, Pennsylvania

8:00AM

Breakfast at The Breakfast Den

Fuel up for the day with a hearty breakfast at The Breakfast Den known for its waffles.
Address: 3902 Philadelphia Ave, Wildwood, NJ 08260
CURRENCY40, 1 hour

9:30AM

Travel to Philadelphia via Train

Catch a brief train ride to Philadelphia for an exciting day ahead.
Amtrak Station, New York City
CURRENCY60, 1 hour 15 minutes

11:00AM

Visit the Liberty Bell

Tour the iconic Liberty Bell and learn about its historical significance.
Address: 526 Market St, Philadelphia, PA 19106
CURRENCY0, 1 hour

12:30PM

Lunch at Reading Terminal Market

Try various local delicacies at the bustling Reading Terminal Market with plenty of food options for everyone.
Address: 1136 Arch St, Philadelphia, PA 19107
CURRENCY60, 1.5 hours

2:00PM

Visit the Philadelphia Museum of Art

Explore one of the largest art museums in the country, and don't forget to take a picture at the Rocky Steps!
Address: 2600 Benjamin Franklin Pkwy, Philadelphia, PA 19130
CURRENCY50, 2 hours

4:30PM

Franklin Square

Relax at Franklin Square, offering a playground and quaint mini-golf for family fun!
Address: 200 N 6th St, Philadelphia, PA 19106
CURRENCY30, 1.5 hours

6:30PM

Dinner at Max Brenner

Indulge in a meal at Max Brenner where chocolate lovers will find heaven on earth!
Address: 1500 Walnut St, Philadelphia, PA 19102
CURRENCY120, 1.5 hours
View Hotel Availability

Day 6: Head to Washington, D.C.

Washington, D.C.

8:00AM

Breakfast at Good Stuff Eatery

Kick off your day with a delicious breakfast at Good Stuff Eatery, known for its burgers but also serves a great breakfast.
Address: 3298 S. 14th St, Arlington, VA 22204
CURRENCY50, 1 hour

9:30AM

Travel to Washington, D.C. via Train

A quick train ride brings you to the heart of the nation's capital.
Amtrak Station, Philadelphia
CURRENCY60, 1 hour 30 minutes

11:00AM

Visit the National Mall

Explore the iconic National Mall, taking in landmarks like the Washington Monument and Lincoln Memorial.
National Mall, Washington, D.C.
CURRENCY0, 2 hours

1:00PM

Lunch at Old Ebbitt Grill

Savor a family-friendly lunch at Old Ebbitt Grill, a classic Washington dining establishment.
Address: 675 15th St NW, Washington, D.C. 20005
CURRENCY120, 1.5 hours

3:00PM

Visit the Smithsonian National Air and Space Museum

A visit to this world-famous museum will thrill the little ones with its interactive exhibits.
Address: 600 Independence Ave SW, Washington, D.C. 20560
CURRENCY0, 2.5 hours

5:30PM

Explore the National Gallery of Art Sculpture Garden

Wrap up your day with a delightful stroll through the Sculpture Garden, perfect for families.
Address: 7th St & Constitution Ave NW, Washington, D.C. 20004
CURRENCY0, 1 hour

6:30PM

Dinner at Founding Farmers

End your day with family dinner at Founding Farmers, featuring a farm-to-table menu.
Address: 1924 Pennsylvania Ave NW, Washington, D.C. 20006
CURRENCY150, 1.5 hours
View Hotel Availability

Day 7: Washington, D.C. Exploration

Washington, D.C.

8:00AM

Breakfast at The Dupont Circle Fountain

Enjoy breakfast with a panoramic view of the city in a lovely park surrounding the fountain.
Address: Dupont Circle NW, Washington, D.C. 20036
CURRENCY40, 1 hour

9:30AM

Tour the U.S. Capitol

Take a guided tour of the U.S. Capitol, engaging kids with its history and importance.
Address: East Capitol St NE & First St SE, Washington, D.C. 20004
CURRENCY0, 2 hours

12:00PM

Lunch at We, The Pizza

Enjoy delicious pizza at this casual eatery perfect for families.
Address: 305 Pennsylvania Ave SE, Washington, D.C. 20003
CURRENCY60, 1.5 hours

1:30PM

Visit the National Museum of Natural History

Explore fascinating exhibits including dinosaurs, mummies, and gemstones in this kid-friendly museum.
Address: 10th St. & Constitution Ave. NW, Washington, D.C. 20560
CURRENCY0, 2.5 hours

4:00PM

Stroll through the Tidal Basin

Walk around the Tidal Basin, and enjoy the beautiful cherry blossoms if in season.
Tidal Basin, Washington, D.C.
CURRENCY0, 1 hour

5:30PM

Exploring the National Archives

Discover valuable historical documents like the Declaration of Independence.
Address: 701 Constitution Ave NW, Washington, D.C. 20408
CURRENCY0, 1.5 hours

7:15PM

Dinner at The Hamilton

Visit The Hamilton for a family-friendly dining experience featuring a diverse menu.
Address: 600 14th St NW, Washington, D.C. 20005
CURRENCY120, 1.5 hours
View Hotel Availability

Day 8: Nature Retreat in Shenandoah

Shenandoah National Park, Virginia

7:00AM

Breakfast at Your Hotel

Have a hearty breakfast at your accommodation before heading into nature.
Varies based on accommodation
CURRENCY40, 1 hour

8:30AM

Travel to Shenandoah National Park

Drive into Shenandoah National Park for a day immersed in nature.
Drive time: 1.5 hours
CURRENCY0, 1.5 hours

10:00AM

Skyline Drive

Take the 105-mile drive along Skyline Drive, known for stunning views and wildlife spotting.
Enter at Front Royal Entrance
CURRENCY30, 2.5 hours

12:30PM

Picnic Lunch at a Scenic Overlook

Stop at a scenic overlook for a family picnic with gorgeous views.
Find a safe pull-off
CURRENCY40, 1 hour

1:30PM

Hiking at Dark Hollow Falls Trail

Enjoy a 1.5-mile hike to beautiful waterfalls, perfect for kids and families.
Dark Hollow Falls Trailhead
CURRENCY0, 2 hours

4:00PM

Wildlife Watching

Spend time watching wildlife at the various overlooks or trails.
Various spots along Skyline Drive
CURRENCY0, 1 hour

5:30PM

Dinner at The Skyland Lodge

End your day with a family-style dinner at The Skyland Lodge featuring local cuisine.
Address: 2748 Skyland Drive, Luray, VA 22835
CURRENCY90, 1.5 hours
View Hotel Availability

Day 9: More Shenandoah Adventures

Shenandoah National Park, Virginia

8:00AM

Breakfast at The Big Meadows Lodge

Begin with a delicious breakfast at The Big Meadows Lodge, surrounded by nature.
Address: 3655 Skyland Dr, Luray, VA 22835
CURRENCY50, 1 hour

9:30AM

Visit Luray Caverns

Explore Luray Caverns and marvel at the stunning underground formations.
Address: 101 Cave Hill Rd, Luray, VA 22835
CURRENCY80, 2 hours

11:30AM

Nature Walk in the Park

Take a self-guided nature walk along one of the park’s scenic trails.
Options available in the park
CURRENCY0, 1.5 hours

1:00PM

Lunch at a local diner

Have lunch at a local diner to refuel before your next adventure.
Choose local spots near Luray
CURRENCY60, 1 hour

2:30PM

Visit More Overlooks

Continue to explore Byway overlooks, each offering breathtaking views.
Stay on Skyline Drive
CURRENCY0, 2 hours

5:00PM

Return to Hotel for Relaxation

Head back to your hotel for some downtime after a day packed with nature's beauty.
Return to accommodation
CURRENCY0, 1 hour

6:30PM

Dinner at The Mountain Taproom

This casual restaurant offers local flavor and a warm atmosphere perfect for families.
Address: 3646 S Mountain St, Luray, VA 22835
CURRENCY70, 1.5 hours
View Hotel Availability

Day 10: Travel to Raleigh

Raleigh, North Carolina

8:00AM

Breakfast at Your Hotel

Enjoy a relaxed breakfast before checking out of the hotel.
Varies based on accommodation
CURRENCY40, 1 hour

9:00AM

Travel to Raleigh

Head down to Raleigh, immersing yourself in the beautiful Southern landscape.
Drive time: 4 hours
CURRENCY0, 4 hours

1:30PM

Lunch at Beasley’s Chicken + Honey

Indulge in delicious Southern fare and famous fried chicken served with honey.
Address: 419 N Person St, Raleigh, NC 27604
CURRENCY80, 1.5 hours

3:00PM

Visit North Carolina Museum of Natural Sciences

A short visit to the museum allows kids to marvel at exhibits that highlight the state’s unique ecosystems.
Address: 11 W Jones St, Raleigh, NC 27601
CURRENCY0, 1.5 hours

5:00PM

Relax at Pullen Park

Spend the afternoon enjoying fun rides and miniature train rides at Pullen Park.
Address: 520 Ashe Ave, Raleigh, NC 27606
CURRENCY30, 2 hours

7:30PM

Dinner at The Pit

Satisfy your craving for North Carolina barbecue at The Pit.
Address: 328 W Davie St, Raleigh, NC 27601
CURRENCY100, 1.5 hours
View Hotel Availability

Day 11: Trip to Wilmington

Wilmington, North Carolina

8:00AM

Breakfast at Your Hotel

Start your day with breakfast at your hotel, fueling up for the day.
Varies based on accommodation
CURRENCY40, 1 hour

9:00AM

Travel to Wilmington

Drive to Wilmington where you’ll discover beautiful beaches and historic sites.
Drive time: 2 hours
CURRENCY0, 2 hours

11:15AM

Wrightsville Beach

Head to Wrightsville Beach for sun, sand, and surf, perfect for some family beach time.
Address: Wrightsville Beach, NC 28403
CURRENCY0, 2.5 hours

1:45PM

Lunch at The Oceanic

Enjoy lunch with ocean views at The Oceanic, known for its fresh seafood.
Address: 703 S Lumina Ave, Wrightsville Beach, NC 28480
CURRENCY70, 1.5 hours

3:15PM

Explore Historic Downtown Wilmington

Stroll through the charming streets of historic downtown Wilmington and explore unique shops.
306 N Front St, Wilmington, NC 28401
CURRENCY0, 2 hours

5:30PM

Dinner at Port City Chop House

End your day at Port City Chop House, featuring a family-friendly environment and a delicious menu.
Address: 2546 S 17th St, Wilmington, NC 28401
CURRENCY100, 1.5 hours
View Hotel Availability

Day 12: Charleston Adventure

Charleston, South Carolina

7:30AM

Breakfast at Your Hotel

Enjoy breakfast at your hotel before heading south to Charleston.
Varies based on accommodation
CURRENCY40, 1 hour

8:30AM

Travel to Charleston

Journey to Charleston, enjoying views of the southern landscape.
Drive time: 2 hours
CURRENCY0, 2 hours

10:30AM

Visit Fort Sumter National Monument

Learn about history at this site, accessible by a short ferry ride.
Ferry from Liberty Square, Charleston
CURRENCY60, 2.5 hours

1:00PM

Lunch at Fleet Landing

Dine at Fleet Landing, known for its fresh seafood and water views.
Address: 186 Concord St, Charleston, SC 29401
CURRENCY90, 1.5 hours

2:30PM

Explore the Waterfront Park

Enjoy a leisurely stroll at Waterfront Park, taking in views of the beautiful Charleston Harbor.
Address: 1 Vendue Range, Charleston, SC 29401
CURRENCY0, 1 hour

3:30PM

Visit the South Carolina Aquarium

Engage with marine life and interactive exhibits at this family-friendly facility.
Address: 100 Aquarium Wharf, Charleston, SC 29401
CURRENCY60, 2 hours

6:00PM

Dinner at Husk

Experience Southern cuisine at Husk, a must-visit for foodies.
Address: 76 Queen St, Charleston, SC 29401
CURRENCY150, 1.5 hours
View Hotel Availability

Day 13: Historic Savannah

Savannah, Georgia

8:00AM

Breakfast at Your Hotel

Enjoy a lovely breakfast at your hotel to start the day in Savannah.
Varies based on accommodation
CURRENCY40, 1 hour

9:00AM

Travel to Savannah

Head to Savannah and soak in the Southern charm as you arrive.
Drive time: 2 hours
CURRENCY0, 2 hours

11:00AM

Visit Forsyth Park

Explore the beautiful Forsyth Park with its stunning fountain and playground.
Address: 2 W Gaston St, Savannah, GA 31401
CURRENCY0, 1.5 hours

1:00PM

Lunch at Mrs. Wilkes' Dining Room

Enjoy a family-style lunch at this beloved local eatery known for Southern comfort food.
Address: 107 W Jones St, Savannah, GA 31401
CURRENCY60, 1.5 hours

2:30PM

Explore Historic District

Stroll through Savannah’s historic district, visiting shops and beautiful squares.
Savannah Historic District, GA 31401
CURRENCY0, 2 hours

4:30PM

Visit the Savannah History Museum

Learn about Savannah's captivating history through engaging exhibits.
Address: 303 W Harris St, Savannah, GA 31401
CURRENCY60, 1 hour

6:00PM

Dinner at The Olde Pink House

Savor a delightful dinner at this historic restaurant featuring Southern cuisine.
Address: 23 Abercorn St, Savannah, GA 31401
CURRENCY120, 1.5 hours
View Hotel Availability

Day 14: Final Destination: Orlando

Orlando, Florida

8:00AM

Breakfast at Your Hotel

Enjoy breakfast at your hotel before heading to Orlando.
Varies based on accommodation
CURRENCY40, 1 hour

9:00AM

Travel to Orlando

Drive to Orlando, where exciting adventures await!
Drive time: 4 hours
CURRENCY0, 4 hours

1:30PM

Lunch at The Toothsome Chocolate Emporium

Indulge in a whimsical lunch experience at this chocolate-themed destination.
Address: 6000 Universal Blvd, Orlando, FL 32819
CURRENCY120, 1.5 hours

3:00PM

Visit Universal Orlando Resort

Spend the afternoon at Universal Studios, filled with rides and attractions for all ages.
Address: 6000 Universal Blvd, Orlando, FL 32819
CURRENCY500, 5 hours

8:00PM

Dinner at The Cowfish Sushi Burger Bar

Wrap up your family-friendly tour with a fun dinner at The Cowfish where sushi and burgers meet!
Address: 6000 Universal Blvd, Orlando, FL 32819
CURRENCY130, 1.5 hours
View Hotel Availability