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Honeymoon Road Trip from Boston to Bar Harbor: A Cultural and Culinary Adventure

Viewed by 82 travelers

Day 1: Begin Your Adventure

Boston, MA

8:00AM

Breakfast at Flour Bakery

Kick off your romantic journey with pastries and strong coffee at this beloved Boston bakery.
Car to Bakery
USD30, 1 hour

9:30AM

Explore Boston Common

Take a peaceful stroll through Boston Common, soaking in the beauty of the early spring scenery.
Walk around the park
Free, 1 hour

11:00AM

Drive to Salem, MA

Embark on a scenic drive along the coast to historic Salem.
Drive 30 mins
Free, 0.5 hour

11:30AM

Visit the Salem Witch Museum

Discover the history of the witch trials in a dramatic presentation.
Car to Museum
USD15, 1.5 hours

1:00PM

Lunch at Turners Seafood

Enjoy fresh seafood in this charming downtown restaurant.
Walk to restaurant
USD50, 1 hour

2:30PM

Wander through the Historic District

Tour the picturesque streets and check out the Peabody Essex Museum.
Walk around the district
USD20, 3 hours

5:30PM

Drive to Kennebunkport, ME

Continue your journey to the picturesque seaside village of Kennebunkport.
Drive 1.5 hrs
Free, 1.5 hours

7:00PM

Dinner at The Clam Shack

Feast on lobster rolls in this casual water-side eatery.
Walk to restaurant
USD60, 1 hour

8:30PM

Check into The Boathouse Waterfront Hotel

Settle into your romantic riverside hotel overlooking the Kennebunk River.
Walk to hotel
USD200, 0.5 hour
Find Hotels in Boston

Day 2: Beach & Charm

Kennebunkport, ME

8:00AM

Breakfast at The Holy Donut

Indulge in unique potato donuts paired with freshly brewed coffee.
Walk to bakery
USD15, 1 hour

9:30AM

Visit Goose Rocks Beach

Stroll along the sandy beach, enjoying the coastal views.
Drive 15 mins
Free, 1 hour

10:30AM

Explore the Seashore Trolley Museum

Learn about Maine's history of public transportation while admiring vintage trolleys.
Drive 15 mins
USD12, 1.5 hours

12:00PM

Lunch at The Dock Square

Savor casual dining with local fare and waterfront views.
Drive 15 mins
USD40, 1 hour

1:30PM

Shopping at Dock Square

Explore the charming shops and galleries in the heart of Kennebunkport.
Walk around
Free, 2 hours

3:30PM

Drive to Portsmouth, NH

Enjoy the scenic drive along Route 1 with views of the coastline.
Drive 30 mins
Free, 0.5 hour

4:00PM

Visit the Strawbery Banke Museum

Explore this living history museum depicting life in the 17th through 19th centuries.
Car to museum
USD18, 1.5 hours

5:30PM

Stroll along Prescott Park

Enjoy the gardens and views of the river as the day winds down.
Walk to park
Free, 1 hour

7:00PM

Dinner at The Friendly Toast

Dine at this quirky eatery known for its eclectic menu and funky atmosphere.
Walk to restaurant
USD50, 1 hour

9:00PM

Check into The Ale House Inn

Cozy up in this historic inn after a filled day of exploration.
Walk to hotel
USD180, 0.5 hour
Find Hotels in Kennebunkport

Day 3: Maine Culture Unwrapped

Portsmouth, NH

8:00AM

Breakfast at The Coffee Shop

Enjoy a hearty breakfast of classic American fare to fuel the day.
Walk to café
USD25, 1 hour

9:30AM

Visit The Music Hall

Check for a morning concert or event to soak up the local culture.
Car to venue
USD0-$30, 1.5 hours

11:00AM

Explore the Market Square

Wander through shops and local boutiques in one of the city's lively centers.
Walk around the square
Free, 1 hour

12:30PM

Lunch at Jumpin' Jay's Fish Café

Relish in fresh seafood and innovative dishes at this local favorite.
Walk to restaurant
USD45, 1 hour

2:00PM

Drive to Portland, ME

Continue north enjoying the scenic coastal drive towards Portland.
Drive 1 hour
Free, 1 hour

3:00PM

Take a Sausage and Beer Tour

Explore craft breweries and indulge in local sausage at various stops.
Car to tour meet-up location
USD75, 3 hours

6:30PM

Dinner at Fore Street

Experience farm-to-table dining with delicious locally sourced ingredients.
Walk to restaurant
USD150, 2 hours

8:30PM

Check into Portland Harbor Hotel

Relax and unwind in this modern, waterfront hotel with city views.
Walk to hotel
USD220, 0.5 hour
Find Hotels in Portsmouth

Day 4: Art & Coastline

Portland, ME

8:00AM

Breakfast at Becky’s Diner

Start your day with a hearty breakfast at this classic diner with charm.
Walk to diner
USD25, 1 hour

9:30AM

Visit the Portland Museum of Art

Explore the diverse art collections that represent Maine and beyond.
Drive 10 mins
USD15, 2 hours

11:30AM

Explore the Old Port District

Wander around the charming cobblestone streets filled with shops and sights.
Walk around district
Free, 2 hours

1:30PM

Lunch at Eventide Oyster Co.

Delight in fresh oysters and seafood dishes with a creative twist.
Walk to restaurant
USD75, 1.5 hours

3:00PM

Take a ferry to Peaks Island

Cruise to the nearby island for an afternoon of exploration.
Walk to ferry terminal
USD18, 2.5 hours

5:30PM

Return to Portland

Head back to the mainland and relish your day at Peaks Island.
Ferry ride back
USD18, 1 hour

7:00PM

Dinner at Salvage BBQ

Indulge in BBQ flavors in a vibrant atmosphere to end the day.
Walk to restaurant
USD45, 1.5 hours

9:00PM

Relax at Portland Harbor Hotel

Enjoy the hotel's amenities as you wind down for the night.
Walk to hotel
Free, Rest of evening
Find Hotels in Portland

Day 5: Seaside Serenity

Boothbay Harbor, ME

8:00AM

Breakfast at the Standard Baking Co.

Enjoy handcrafted pastries and coffee at this delightful bakery.
Drive to bakery (15 mins)
USD20, 1 hour

9:30AM

Drive to Boothbay Harbor

Travel the scenic route to Boothbay Harbor for stunning coastal views.
Drive 1 hour
Free, 1 hour

10:30AM

Exploration at Coastal Maine Botanical Gardens

Wander through beautiful gardens adorned with native plants.
Car to garden
USD20, 2 hours

12:30PM

Lunch at Boothbay Lobster Wharf

Savor fresh lobster rolls right by the harbor.
Car to restaurant
USD60, 1.5 hours

2:00PM

Boat Tour to see Puffins

Join a local tour to encounter puffins and other wildlife in their natural habitat.
Walk to tour meeting point
USD55, 3 hours

5:30PM

Explore and shop at Boothbay Harbor Village

Check out local shops and enjoy the quaint harbor views.
Walk around the village
Free, 2 hours

7:30PM

Dinner at The Boathouse Bistro Tapas Bar

Dine on tasty tapas with spectacular views of the harbor.
Walk to restaurant
USD70, 1.5 hours

9:00PM

Check into Boothbay Harbor Inn

Unwind at your cozy inn overlooking the gorgeous harbor.
Walk to the inn
USD180, 0.5 hour
Find Hotels in Boothbay Harbor

Day 6: Nature's Grandeur

Acadia National Park, ME

8:00AM

Breakfast at the inn

Enjoy a complimentary breakfast with the harbor view at your inn.
At the inn
Free, 1 hour

9:30AM

Drive to Acadia National Park

Embrace the stunning coastal scenery as you make your way to the park.
Drive 1.5 hours
Free, 1.5 hours

11:00AM

Visit Cadillac Mountain

Take in breathtaking views at the highest point on the East Coast.
Walk to viewpoint
Free, 1.5 hours

12:30PM

Picnic Lunch at Sand Beach

Enjoy a packed picnic lunch while relaxing on the beach.
Drive to beach
USD20, 1 hour

2:00PM

Hike the Jordan Pond Path

Explore this scenic trail with stunning views of the pond and surrounding mountains.
Drive to trailhead
Free, 2.5 hours

5:00PM

Drive to Bar Harbor

Head to the charming town of Bar Harbor for your next adventure.
Drive 30 mins
Free, 0.5 hour

5:30PM

Check into Acadia Hotel

Rest in this elegant hotel located conveniently near downtown Bar Harbor.
Walk to hotel
USD150, 0.5 hour

7:00PM

Dinner at The Chart Room

Enjoy delicious seafood with a beautiful view of the harbor.
Walk to restaurant
USD80, 1.5 hours

9:00PM

Evening Stroll on the Shore Path

Take a romantic walk along the shoreline as the sun sets.
Walk along the path
Free, 1 hour
Find Hotels in Acadia National Park

Day 7: Explore Bar Harbor

Bar Harbor, ME

8:00AM

Breakfast at Jeannie's Breakfast

Enjoy a hearty breakfast before a day of adventure.
Walk to café
USD25, 1 hour

9:30AM

Bike the Carriage Roads

Rent bikes and explore the scenic carriage roads within Acadia National Park.
Car to bike rental
USD40, 4 hours

1:30PM

Lunch at The Side Street Cafe

Refuel with sandwiches and salads at this cozy café.
Car to restaurant
USD40, 1 hour

2:30PM

Visit the Abbe Museum

Learn about the Native American history and culture of the area.
Walk to museum
USD12, 1.5 hours

4:00PM

Explore Downtown Bar Harbor

Wander the charming streets, checking out shops and soaking in the local vibe.
Walk around town
Free, 2 hours

6:00PM

Dinner at McKay's Public House

Enjoy locally sourced dishes at this popular eatery.
Walk to restaurant
USD70, 1.5 hours

8:00PM

Stargazing at Acadia National Park

End the day marveling at the stunning night sky in this designated dark sky park.
Drive to park
Free, 2 hours
Find Hotels in Bar Harbor

Day 8: Letting Go & Relaxing

Bar Harbor, ME

8:00AM

Breakfast at the hotel

Start your day easy with a breakfast at your hotel.
At the hotel
Free, 1 hour

9:30AM

Relax at Sand Beach

Take it slow, enjoy a leisurely morning at one of Acadia's stunning beaches.
Car to the beach
Free, 2 hours

11:30AM

Souvenir Shopping in Bar Harbor

Take your time to find that perfect memento from your honeymoon.
Walk around town
Free, 1.5 hours

1:00PM

Lunch at The Lobster Shack

Enjoy one last taste of Maine with a fresh lobster sandwich.
Walk to restaurant
USD40, 1 hour

2:30PM

Visit the Oceanarium

Explore a fantastic exhibit dedicated to the marine life of Maine.
Car to oceanarium
USD10, 1.5 hours

4:00PM

Check out of hotel & Departure

Wrap up your joyous road trip and begin your journey back home or onward.
Drive out of Bar Harbor
Free, 30 mins
Find Hotels in Bar Harbor
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