7-Day Romantic Honeymoon Itinerary: From Boston to Bay Harbor

Day 1: Exploring Boston

Boston, MA

8:00AM

Breakfast at Tatte Bakery & Cafe

Start your day with a delicious pastry and coffee at Tatte, known for its stunning Middle-Eastern inspired dishes.
Walk to 1288 Washington St, Boston, MA.
USD15, 1 hour

9:30AM

Freedom Trail

Stroll along the historic Freedom Trail, visiting the sites that shaped American history.
Start at Boston Common, follow the red brick path.
Free, 3 hours

12:30PM

Lunch at Union Oyster House

Indulge in fresh seafood at the nation’s oldest restaurant, a perfect spot for a romantic meal.
Walk to 41 Union St, Boston, MA.
USD80, 1.5 hours

2:00PM

Visit the Museum of Fine Arts

Explore the incredible artworks and exhibits in one of the largest and most comprehensive art museums in the world.
Drive to 465 Huntington Ave, Boston, MA.
USD25, 2 hours

4:30PM

Swan Boats at the Public Garden

Enjoy a charming swan boat ride in the picturesque Public Garden, perfect for snuggling up to your partner.
Walk to 4 Charles St, Boston, MA.
USD15, 1 hour

6:00PM

Dinner at Top of the Hub

End your day with stunning views of Boston’s skyline while dining at this elegant restaurant.
Drive to 800 Boylston St, Boston, MA.
USD150, 2 hours
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Day 2: Seaside Portsmouth

Portsmouth, NH

8:00AM

Breakfast at The Coffee Shop

Enjoy a hearty breakfast with locally sourced ingredients to fuel your adventure.
Drive to 244 State St, Portsmouth, NH.
USD30, 1 hour

9:30AM

Explore Strawbery Banke Museum

Wander through this outdoor history museum showcasing life in Portsmouth from the 17th century onward.
Drive to 14 Hancock St, Portsmouth, NH.
USD20, 2 hours

12:00PM

Lunch at The Reef

Have a seafood lunch overlooking the water, making the most of coastal New England.
Drive to 2 Marina Dr, Portsmouth, NH.
USD50, 1.5 hours

1:30PM

Portsmouth Harbor Cruises

Take a scenic boat cruise along the harbor to enjoy views of lighthouses and historic mansions.
Walk to 10 Ceres St, Portsmouth, NH.
USD40, 2 hours

4:00PM

Shopping at Market Square

Stroll the quaint streets of Market Square, filled with unique shops and boutiques for souvenir hunting.
Walk to Market Square, Portsmouth, NH.
Varies, 1.5 hours

6:00PM

Dinner at Moxy

Enjoy a trendy dining experience with creative dishes and craft cocktails in an intimate setting.
Walk to 3 Ceres St, Portsmouth, NH.
USD100, 2 hours
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Day 3: Charming Portland

Portland, ME

8:00AM

Breakfast at Becky's Diner

Savor a classic Maine breakfast at this vibrant eatery known for its friendly service.
Drive to 390 Commercial St, Portland, ME.
USD40, 1 hour

9:30AM

Visit Portland Head Light

Tour the iconic lighthouse and take stunning photos of the picturesque coastline.
Drive to 1000 Shore Rd, Cape Elizabeth, ME.
Free, 1 hour

11:00AM

Explore Old Port District

Walk along cobblestone streets lined with boutiques, galleries, and coffee shops in this historic district.
Drive to Old Port, Portland, ME.
Free, 2 hours

1:00PM

Lunch at J’s Oyster

Relish freshly shucked oysters and a variety of seafood dishes right by the waterfront.
Drive to 5 Portland Pier, Portland, ME.
USD60, 1.5 hours

2:30PM

Lighthouse Tour on Casco Bay

Embark on a scenic boat tour to see stunning lighthouses and islands of Casco Bay.
Walk to 166 State St, Portland, ME.
USD45, 2 hours

5:00PM

Dinner at Fore Street

Dine at a celebrated spot known for its rustic flavors and locally sourced ingredients, a true culinary experience.
Drive to 288 Fore St, Portland, ME.
USD130, 2 hours
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Day 4: Nature’s Beauty

Acadia National Park, ME

8:00AM

Breakfast at Cafe This Way

Fuel up with a creative breakfast at this cozy cafe famous for its brunch offerings.
Drive to 14 Mount Desert St, Bar Harbor, ME.
USD30, 1 hour

9:30AM

Hiking Cadillac Mountain

Embark on a scenic hike up Cadillac Mountain, the highest peak on the East Coast, for panoramic views.
Drive to Cadillac Summit Rd, Acadia National Park, ME.
Free, 2.5 hours

12:00PM

Picnic Lunch

Pack a picnic and enjoy a lunch with breathtaking views in one of the park's scenic areas.
Find a scenic spot within Acadia National Park.
USD20, 1.5 hours

1:30PM

Visit Jordan Pond

Take a leisurely stroll around Jordan Pond and admire the stunning reflections of the Bubbles Mountains.
Drive to Jordan Pond, Acadia National Park, ME.
Free, 2 hours

3:30PM

Explore Sand Beach

Relax on the beautiful sandy beach, a unique feature amidst the rocky coast of Maine.
Drive to the vicinity of Sand Beach, Acadia National Park, ME.
Free, 1.5 hours

5:00PM

Dinner at The Side Street Café

End the day with a casual yet delightful dining experience with local favorites and seafood.
Drive to 49 Rodick St, Bar Harbor, ME.
USD80, 2 hours
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Day 5: Charming Bar Harbor

Bar Harbor, ME

8:00AM

Breakfast at Jeannie’s Great Maine Breakfast

Enjoy hearty breakfast options and try their famous blueberry pancakes.
Drive to 27 Main St, Bar Harbor, ME.
USD35, 1 hour

9:30AM

Bar Harbor Whale Watch Company

Embark on a whale watching tour to witness magnificent wildlife and beautiful ocean scenery.
Walk to 1 West St, Bar Harbor, ME.
USD90, 3 hours

12:30PM

Lunch at Paddy's Irish Pub

Have a relaxed lunch at this cozy pub serving delightful fish and chips among other Irish specialties.
Drive to 123 Main St, Bar Harbor, ME.
USD50, 1.5 hours

2:00PM

Bike Rental in Acadia

Spend your afternoon exploring Acadia National Park’s scenic carriage roads by bike.
Drive to Acadia Bike Shop, Bar Harbor, ME.
USD40, 2.5 hours

5:00PM

Sunset at Cadillac Mountain

Experience the breathtaking sunset from Cadillac Mountain, the perfect romantic moment to cherish.
Drive to Cadillac Summit Rd, Acadia National Park, ME.
Free, 2 hours

7:30PM

Dinner at Galyn's

Enjoy seafood with the freshest catch while listening to the peaceful sound of waves crashing.
Drive to 17 Main St, Bar Harbor, ME.
USD120, 2 hours
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Day 6: Coastal Camden

Camden, ME

8:00AM

Breakfast at Camden Deli

Start your day with tasty breakfast sandwiches and freshly brewed coffee in this quaint deli.
Drive to 2 Mechanic St, Camden, ME.
USD20, 1 hour

9:30AM

Explore Camden Hills State Park

Hike up to the summit of Mount Battie for stunning views of Camden Harbor and the surrounding islands.
Drive to 280 Belfast Rd, Camden, ME.
Free, 2.5 hours

12:00PM

Lunch at The Waterfront

Enjoy local seafood and hearty portions in a relaxed atmosphere with harbor views.
Drive to 2 Bay View Landing, Camden, ME.
USD60, 1.5 hours

1:30PM

Visit Maine State Ferry Service

Take a ferry excursion to explore the charming islands off the coast of Camden.
Drive to the ferry terminal in Camden, ME.
USD50, 3 hours

4:30PM

Shopping at Camden

Browse through local shops and galleries taking in the art and crafts of this picturesque town.
Walk around Camden, ME.
Varies, 1.5 hours

6:00PM

Dinner at The Owl & The Pussycat

Enjoy a fine dining experience with an emphasis on seasonal, locally sourced ingredients.
Drive to 24 Washburn St, Camden, ME.
USD110, 2 hours
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Day 7: Final Destination

Bay Harbor, MI

8:00AM

Breakfast at The Barn

Start your day with a hearty and homemade breakfast in this charming rustic setting.
Drive to 98 S. Bay Harbor Dr, Bay Harbor, MI.
USD35, 1 hour

9:30AM

Visit Bay Harbor Lake Marina

Explore the serene marina and enjoy the splendid views of the lake, perfect for a romantic walk.
Walk to 5000 Bay Harbor Dr, Bay Harbor, MI.
Free, 1 hour

11:00AM

Relax at Bayside Park

Spend some time in this lovely lakeside park enjoying the tranquility and scenic views.
Drive to Bay Harbor, MI.
Free, 1.5 hours

1:00PM

Lunch at Bay Harbor Inn

Enjoy a delightful lunch at the inn overlooking the waterfront.
Drive to 4200 Bay Harbor Dr, Bay Harbor, MI.
USD60, 1.5 hours

2:30PM

Explore the Village of Bay Harbor

Discover charming shops and boutiques in this picturesque village by the bay.
Walk around Bay Harbor, MI.
Varies, 2 hours

5:00PM

Dinner at The Country Club of Bay Harbor

Finish your honeymoon with an exquisite dining experience focused on fine dining and golf course views.
Drive to 6500 Country Club Dr, Bay Harbor, MI.
USD150, 2 hours
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