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Epic New England Adventure: From Boston to Acadia and Beyond

Viewed by 101 travelers

Day 1: Discover Boston

Boston, MA

8:00AM

Breakfast at Tatte Bakery

Start your day at Tatte Bakery for a delicious Nutella croissant and the perfect cappuccino.
Head towards Boston's North End for a cultural morning.
USD 15, 1 hour

9:30AM

Freedom Trail Tour

Enjoy a guided walking tour along the historic Freedom Trail, exploring iconic sites including Boston Common and Paul Revere's House.
Follow the Freedom Trail map for a scenic walking route.
USD 25, 3 hours

12:30PM

Lunch at Union Oyster House

Savor a classic New England clam chowder and lobster roll at America's oldest continually operating restaurant.
Walking distance from the Freedom Trail.
USD 30, 1 hour

2:00PM

Visit Boston Tea Party Ships & Museum

Experience a re-enactment of the Boston Tea Party and learn about this pivotal moment in American history.
It’s a short walk from the restaurant, near the waterfront.
USD 30, 2 hours

5:00PM

Dinner at Legal Sea Foods

Indulge in fresh seafood with their iconic clam chowder and a selection of fresh fish.
Located on the waterfront, enjoy a stroll before dinner.
USD 50, 1.5 hours

7:00PM

Evening at the Skywalk Observatory

Cap off your day with stunning views of the Boston skyline from the Skywalk Observatory.
Take a short drive or Uber.
USD 20, 1 hour
Find Hotels in Boston

Day 2: Explore Salem

Salem, MA

8:00AM

Breakfast at The Gotha Cafe

Fuel up with a pumpkin spice latte and hearty breakfast sandwich before exploring.
Drive to Salem, approximately 30 minutes from Boston.
USD 20, 1 hour

9:30AM

Salem Witch Museum

Dive into the rich history of the Salem witch trials at this intriguing museum.
Walking distance from the cafe; easy to navigate.
USD 10, 1.5 hours

11:00AM

Stroll through Salem's Historic District

Enjoy the charming streets and unique architecture as you explore shops and sights.
Follow the walking map provided by the Salem visitors' center.
Free, 2 hours

1:00PM

Lunch at The Lobster Shanty

Fish and chips or a lobster roll make for a perfect seaside lunch.
Easily walkable from the Historic District.
USD 25, 1 hour

2:30PM

Visit the House of the Seven Gables

Tour this famous literary landmark and enjoy its beautiful gardens.
A short walk from the restaurant.
USD 15, 1.5 hours

5:00PM

Dinner at Turners Seafood

Delight in some expertly prepared seafood and local favorites to end your day.
A quick drive from the House of the Seven Gables.
USD 40, 1.5 hours
Find Hotels in Salem

Day 3: Adventure in Provincetown

Provincetown, MA

8:00AM

Breakfast at The Purple Feather

Leave Salem for Provincetown after enjoying a delightful breakfast here.
Drive to Provincetown, approximately 1.5 hours.
USD 20, 1 hour

9:30AM

Visit Pilgrim Monument

Climb the monument's 116 steps for a breathtaking panoramic view of the Cape.
Located in the town center.
USD 10, 1 hour

11:00AM

Explore Commercial Street

Wander the vibrant streets filled with shops, galleries, and cafes.
Walk along Commercial Street, soaking up the artsy atmosphere.
Free, 2 hours

1:00PM

Lunch at The Seafood Grille

A slice of Cape Cod life with their delicious catch of the day and sides.
Just a short walk from Commercial Street.
USD 35, 1 hour

2:30PM

Outdoor Whale Watching Tour

Experience the beauty of nature with a thrilling whale-watching excursion.
Board the tour boat at the pier, a quick walk from lunch.
USD 60, 3 hours

6:00PM

Dinner at The Mews Restaurant

Feast on their renowned crab cakes and delectable seafood dishes with a view.
Short drive along the coast.
USD 50, 2 hours
Find Hotels in Provincetown

Day 4: Apple Picking Fun

Worcester, MA

8:00AM

Breakfast at BirchTree Bread Company

Start with fresh bakers' goods and a strong morning brew before your outdoor adventures.
Drive to Worcester, approximately 2 hours.
USD 15, 1 hour

9:30AM

Apple Picking at Oak Hill Farm

Immerse yourself in a fun apple-picking experience with picturesque views.
Follow directions to the farm specified on their website.
USD 10, 2 hours

12:00PM

Lunch at 508 Restaurant

Refuel with seasonal farm-to-table dishes, featuring freshly picked apples.
Drive from the farm; it’s a quick 15-minute ride.
USD 25, 1 hour

1:30PM

Take a scenic drive through the countryside

Enjoy breathtaking autumn foliage as you explore the charming backroads.
Use GPS to navigate through the beautiful roads.
Free, 2 hours

3:30PM

Visit a local cider mill

Sample and purchase freshly pressed apple cider and delicious treats.
Drive to a cider mill nearby in 20 minutes.
USD 10, 1 hour

5:00PM

Dinner at The Duck Restaurant

Savor gourmet comfort food featuring a twist on apple-inspired recipes.
Short drive from the cider mill back to Worcester.
USD 40, 1.5 hours
Find Hotels in Worcester

Day 5: Charming Mystic Seaport

Mystic, CT

8:00AM

Breakfast at Mystic Diner

Start your day with a hearty breakfast with a waterfront view.
Drive to Mystic, CT, approximately 1 hour.
USD 20, 1 hour

9:30AM

Mystic Seaport Museum

Explore this living museum and learn about the maritime heritage of the area.
Walking distance from the diner.
USD 28, 3 hours

12:30PM

Lunch at S&P Oyster Co.

Enjoy delectable seafood and stunning views of the Mystic River.
Another short walk from the museum.
USD 35, 1 hour

2:00PM

Mystic Aquarium

Experience an interactive and inspiring visit to one of the top aquariums in the U.S.
Five-minute drive from the restaurant.
USD 30, 3 hours

5:00PM

Dinner at Abbott's Lobster in the Rough

Finish your day with fresh lobster served up at this scenic eatery.
A short drive from the aquarium.
USD 50, 1.5 hours
Find Hotels in Mystic

Day 6: Nature in Acadia

Acadia National Park, ME

8:00AM

Breakfast at Café This Way

Start with a fresh, hearty breakfast before heading into the park.
Drive to Acadia, approximately 3 hours from Mystic.
USD 20, 1 hour

9:30AM

Morning hike at Jordan Pond

Bask in the scenic views while you take a leisurely hike along the picturesque trails.
Follow park maps to reach Jordan Pond.
Free, 2 hours

12:00PM

Lunch at Jordan Pond House

Relish the famous popovers while overlooking the serene pond.
At Jordan Pond; easy access after hiking.
USD 25, 1 hour

1:30PM

Scenic Drive along Park Loop Road

Enjoy spectacular views and wildlife while driving along the famous Park Loop.
Head onto Park Loop Road from the restaurant.
Free, 1.5 hours

3:30PM

Visit Cadillac Mountain

Witness breathtaking panoramic views from the highest point on the Eastern seaboard.
Driving directions available within the park.
Free, 1 hour

5:00PM

Dinner at The Burning Tree

End your day with locally sourced dishes that capture the flavors of Maine.
Drive about 30 minutes from Cadillac Mountain.
USD 50, 2 hours
Find Hotels in Acadia National Park

Day 7: Cultural Journey & Tasty Delights

Hartford, CT & Shelburne, VT

8:00AM

Breakfast at The Corner Coffee Shop

Enjoy excellent breakfast options as you fuel up for a day of exploration.
Drive from Acadia to Hartford, approximately 4 hours.
USD 15, 1 hour

9:30AM

Visit Mark Twain House

Explore the stunning home of one of America’s greatest authors, Mark Twain.
A short drive from the breakfast spot.
USD 15, 1.5 hours

11:30AM

Drive to Grafton Village Cheese Factory

Enjoy the scenic countryside as you travel to the cheese factory.
Drive approx. 1 hour from Hartford.
Free, 1 hour

12:30PM

Lunch at The Grafton Village Cheese Factory

Savor a delightful cheese platter and seasonal sandwiches at the factory’s café.
Onsite at the cheese factory.
USD 20, 1 hour

2:00PM

Explore Shelburne Farms

Delight in a beautiful farm estate spanning over 1,400 acres, complete with stunning gardens.
Drive an additional 1 hour from Grafton.
USD 10, 2 hours

5:00PM

Dinner at The Red Barn at Essex Farm

Wrap up your culinary journey with farm-to-table cuisine featuring local ingredients.
Drive 30 minutes back towards your last destination, Ogunquit.
USD 40, 1.5 hours
Find Hotels in Hartford
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