Romantic Honeymoon Road Trip from Boston to Bar Harbor: Nature, Culture, Food

Day 1: Explore Boston & Salem

Boston, MA

8:00AM

Breakfast at Flour Bakery

Start your day with delicious pastries and fresh coffee at Flour Bakery, a Boston favorite.
Travel short distance to Salem via I-93 N.
USD20, 1 hour

10:00AM

Visit Salem Witch Museum

Immerse yourself in the dark history of Salem with an engaging exhibit about the witch trials.
5-minute walk to the museum.
USD12, 1.5 hours

12:00PM

Lunch at The Lobster Shanty

Enjoy a seafood lunch at this quirky lobster shanty, famous for its fresh catches.
3-minute walk from the museum.
USD30, 1 hour

1:30PM

Explore the Salem Common Park

A scenic park perfect for a leisurely stroll and enjoying the serene vibe of Salem.
10-minute walk to Salem Common.
Free, 1 hour

3:00PM

Drive to Portsmouth

Scenic drive from Salem to Portsmouth to continue your adventure.
Drive via I-95 N.
Gas: USD15, 45 minutes

4:00PM

Stroll and Shop in Historic Downtown

Discover unique shops and boutiques in Portsmouth's charming downtown area.
Short walk from parking.
Varied, 1.5 hours

6:00PM

Dinner at The Old Ferry Landing

End your day with a romantic waterfront dinner serving New England classics.
2-minute walk from downtown.
USD70, 2 hours

8:30PM

Check-in at The Hotel Portsmouth

Settle in for the night at this beautiful boutique hotel.
5-minute drive from dinner.
USD200, 1 hour
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Day 2: Explore Salem & Portsmouth

Salem, MA

9:00AM

Breakfast at The Hotel

Enjoy a complimentary breakfast provided by the hotel.
In-house dining.
Included, 1 hour

10:00AM

Visit The Peabody Essex Museum

Explore an extensive collection of American and Asian art in this renowned museum.
15-minute drive from the hotel.
USD20, 2 hours

12:00PM

Lunch at The Flying Saucer Pizza Company

Grab a slice of unique pizza at this lively local establishment.
15-minute walk from the museum.
USD30, 1 hour

1:30PM

Drive to Kennebunkport

Leave Salem for the charming coastal town of Kennebunkport.
Take US-1 S.
Gas: USD15, 30 minutes

2:00PM

Visit Walker's Point

Take in views of the Bush family compound and the beautiful coastline.
5-minute drive from the parking area.
Free, 30 minutes

2:30PM

Explore Dock Square

Wander through this picturesque square filled with shops and art galleries.
5-minute drive.
Varied, 1 hour

3:30PM

Check-in at The Cape Porpoise Motel

Settle into your cozy accommodation before heading out for dinner.
Drive to the motel, just a few minutes away.
USD150, 1 hour

5:30PM

Dinner at The Clam Shack

Savor fresh lobster rolls and fried clams at this lively lobster shack.
Walk to the restaurant.
USD45, 1 hour
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Day 3: Kennebunkport Exploration

Kennebunkport, ME

8:00AM

Breakfast at The Boathouse

Enjoy a stunning view of the harbor while feasting on delightful breakfast offerings.
5-minute walk from motel.
USD35, 1.5 hours

9:30AM

Visit Rachel Carson National Wildlife Refuge

Explore nature trails while connecting with local wildlife and beautiful ecosystems.
15-minute drive from the restaurant.
Free, 2 hours

11:30AM

Kayak Adventure

Paddle around the stunning coastline and marine life on a guided kayaking tour.
Check local outfitter for details.
USD60, 2 hours

1:30PM

Lunch at Federal Jack's

Relax with craft beer and a delicious lobster mac and cheese.
7-minute drive from kayaking.
USD40, 1.5 hours

3:00PM

Visit the Seashore Trolley Museum

Take a ride back in time and discover the history of transportation in New England.
10-minute drive.
USD15, 1.5 hours

5:00PM

Return to Motel & Relax

Take some time to relax and unwind at your cozy accommodation.
Drive back to the motel.
Free, 1 hour

7:00PM

Dinner at The White Barn Inn

Experience a sophisticated multi-course dinner at one of the area’s finest restaurants.
10-minute drive.
USD150, 2 hours
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Day 4: Portland Arrival

Portland, ME

8:00AM

Breakfast at The Bend

Start your day with delicious pancakes and creative breakfast options.
5-minute drive back to Kennebunkport.
USD35, 1.5 hours

9:30AM

Drive to Portland

Enjoy a scenic drive along US-1 as you head towards the vibrant city of Portland.
Take US-1 N.
Gas: USD15, 30 minutes

10:00AM

Explore the Old Port District

Wander through cobblestone streets filled with shops, galleries, and local boutiques.
Park in Old Port parking lots.
Free, 2 hours

12:00PM

Lunch at Eventide Oyster Co.

Savor delectable lobster rolls and fresh oysters at this renowned seafood spot.
Walk to lunch.
USD60, 1 hour

1:00PM

Visit the Portland Head Light

Take in breathtaking views and historical significance of this iconic lighthouse.
15-minute drive.
Free, 1.5 hours

3:00PM

Relax at Fort Williams Park

Stroll through the picturesque park grounds surrounding the lighthouse.
Adjacent to the lighthouse.
Free, 1 hour

4:00PM

Check-in at Portland Harbor Hotel

Get settled in your hotel before exploring more of the vibrant city.
Drive back to the hotel.
USD180, 1 hour

6:00PM

Dinner at DiMillo's on the Water

Enjoy fine dining aboard a renovated ferry with beautiful views of the harbor.
5-minute drive.
USD80, 2 hours
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Day 5: Boothbay Harbor Adventure

Boothbay Harbor, ME

8:00AM

Breakfast at Becky's Diner

Dive into a hearty breakfast at this busy local diner known for its charm.
Drive to Becky's in Portland.
USD30, 1.5 hours

9:30AM

Drive to Boothbay Harbor

Scenic drive along the coast revealing stunning views as you approach Boothbay.
Drive via ME-27.
Gas: USD15, 1 hour

10:30AM

Explore Coastal Maine Botanical Gardens

Walk through beautifully landscaped gardens showcasing Maine's flora.
10-minute drive from Boothbay's town center.
USD20, 2 hours

12:30PM

Lunch at Boothbay Lobster Wharf

Enjoy fresh lobster or clam chowder with spectacular water views.
5-minute drive from gardens.
USD50, 1.5 hours

2:00PM

Whale Watching Tour

Embark on an unforgettable guided tour to catch sightings of majestic whales.
Walk to the harbor for the tour.
USD80, 3 hours

5:30PM

Return to Boothbay's Shore

Wind down from your adventure and spend some time relaxing by the shore.
Back to shore area.
Free, 1 hour

7:00PM

Dinner at The Boothbay Harbor Inn Restaurant

Enjoy a cozy dinner featuring fresh seafood and local specialties.
5-minute drive from the harbor.
USD70, 2 hours
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Day 6: Acadia National Park Focus

Acadia National Park, ME

8:00AM

Breakfast at The Town Landing Market

Grab fresh, local pastries and coffee before setting out for Acadia.
Drive to the market from Boothbay.
USD25, 1 hour

9:00AM

Drive to Acadia National Park

Enjoy a picturesque drive towards one of the most beautiful parks in the USA.
Take ME-3 direct to Acadia.
Gas: USD15, 1 hour

10:00AM

Ranger-Led Nature Walk

Start your day with a guided nature walk and learn about the park's ecology.
Meet at the visitor center.
Free, 2 hours

12:00PM

Lunch at Jordan Pond House

Dine on delicious popovers while overlooking Jordan Pond's stunning views.
10-minute drive within the park.
USD50, 1.5 hours

1:30PM

Explore Cadillac Mountain

Take a scenic drive to the top of Cadillac Mountain for panoramic views of the park.
20-minute drive within the park.
Free, 2 hours

3:30PM

Hiking the Ocean Path Trail

Hike along the coastline, enjoying the stunning ocean views and fresh air.
Head towards the starting point of the trail.
Free, 2 hours

5:30PM

Drive to Bar Harbor

Make a short drive into nearby Bar Harbor for the evening.
Use ME-3.
Gas: USD5, 15 minutes

6:00PM

Check-in at The Bluenose Inn

Settle into your beautiful accommodation overlooking the harbor.
Head to the inn.
USD200, 1 hour

7:30PM

Dinner at Mache Bistro

Enjoy innovative dishes made with local ingredients in a cozy setting.
Drive into Bar Harbor town.
USD80, 2 hours
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Day 7: Explore Bar Harbor

Bar Harbor, ME

8:00AM

Breakfast at the Inn

Start your day with a hearty breakfast at The Bluenose Inn.
Dining in the hotel.
Included, 1 hour

9:00AM

Visit Acadia National Park

Take a morning hike at one of the many trails to soak in the natural beauty.
Drive to the park entrance.
Free, 2 hours

11:00AM

Relax at Sand Beach

Spend some time relaxing on the beautiful sandy beach while enjoying the views.
Drive to Sand Beach.
Free, 1 hour

12:00PM

Lunch at The Chart Room

Enjoy lunch with a view of the harbor at this casual, laid-back eatery.
Drive to Bar Harbor.
USD55, 1.5 hours

2:00PM

Visit the Abbe Museum

Learn about the history and culture of the native Wabanaki tribes of Maine.
Walk from lunch.
USD15, 1.5 hours

3:30PM

Explore Bar Harbor Town

Wander through the charming streets, explore local shops, and soak up the local culture.
Short walk around the town.
Free, 1.5 hours

5:00PM

Return to the Inn

Take time to relax and unwind before your final dinner.
Head back to the inn.
Free, 30 minutes

6:30PM

Dinner at The Reading Room Restaurant

Savor a fine dining experience featuring locally-sourced ingredients and ocean views.
Drive a short distance into Bar Harbor.
USD90, 2 hours
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Day 8: Departure from Bar Harbor

Bar Harbor, ME

8:00AM

Breakfast at The Inn

Enjoy a delightful final breakfast at The Bluenose Inn.
Dining in the hotel.
Included, 1 hour

9:00AM

Visit Acadia National Park

Take one last stroll through beautiful landscapes and enjoy the tranquility.
Drive to the park entrance.
Free, 2 hours

11:00AM

Head Back to Bar Harbor for Souvenirs

Pick up some local souvenirs to remember your trip.
Drive back to town.
Varied, 1 hour

12:00PM

Lunch at The Side Street Cafe

Savor a casual lunch featuring local flavors before your journey ends.
Walk from souvenir shops.
USD45, 1 hour

1:00PM

Return Home

Part towards home, carrying unforgettable memories from this incredible honeymoon.
Depart from Bar Harbor.
Varied, N/A
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