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Boston/ Maine

9 day itinerary

Boston/ Maine

Personalized with:Small coastal towns, tourist, Small coastal towns, tourist,

Itinerary

A 9-day adventure through Boston and the charming coastal towns of Maine sounds like a fantastic getaway. Let’s dive into an itinerary that balances exploration, relaxation, and a taste of the local culture.

Day 1: Arrival in Boston

Morning: Arrive in Boston and check into your hotel. If you’re feeling adventurous, grab a coffee at a local café like .

Afternoon: Start your exploration with a stroll along the . This 2.5-mile route takes you through 16 historical sites. Don’t miss the and the !

Evening: Head to the for dinner. This area is famous for its Italian cuisine. Try a classic dish at or a slice of pizza at . Finish off with a cannoli from !

Day 2: Boston to , MA

Morning: After breakfast, take a scenic drive to (about 1 hour). This picturesque coastal town is known for its art galleries and beautiful harbor.

Afternoon: Explore , a charming street lined with shops and galleries. Don’t forget to snap a photo of the iconic , a red fishing shack that’s a favorite among photographers.

Evening: Enjoy a seafood dinner at , where you can dine with a view of the ocean.

Day 3: to , ME

Morning: After breakfast, head to (about 1.5 hours). This lovely town is known for its stunning beaches and coastal scenery.

Afternoon: Spend the day at or take a leisurely walk along the , a scenic coastal path that offers breathtaking views.

Evening: Dine at , where you can enjoy fresh lobster rolls and a casual atmosphere.

Day 4: to , ME

Morning: After breakfast, drive to (about 30 minutes). This charming town is famous for its quaint shops and beautiful waterfront.

Afternoon: Explore and visit the local boutiques. You can also take a boat tour to see the stunning coastline and maybe spot some seals!

Evening: Have dinner at , known for its fried clams and lobster rolls.

Day 5: to , ME

Morning: After breakfast, head to (about 30 minutes). This vibrant city is known for its food scene and artsy vibe.

Afternoon: Visit the , one of the most photographed lighthouses in the U.S. Then, explore the with its cobblestone streets and unique shops.

Evening: Enjoy dinner at , famous for its fresh seafood and innovative dishes.

Day 6: to , ME

Morning: After breakfast, drive to (about 1 hour). This charming harbor town is perfect for a relaxing day.

Afternoon: Take a boat tour to see the beautiful coastline and maybe even some puffins! Afterward, explore the .

Evening: Dine at the , where you can enjoy fresh seafood right by the water.

Day 7: to , ME

Morning: After breakfast, head to (about 2 hours). This town is the gateway to .

Afternoon: Spend the day exploring . Drive the Park Loop Road for stunning views, and don’t miss a hike up for panoramic vistas.

Evening: Enjoy dinner at , known for its delicious burgers and casual atmosphere.

Day 8: and

Morning: After breakfast, continue your exploration of Acadia. Rent a bike and ride along the carriage roads or take a guided kayak tour.

Afternoon: Visit and enjoy a popover at the while soaking in the views of the Bubbles mountains.

Evening: For your last night in , treat yourself to a nice dinner at , which offers a unique blend of Caribbean and local flavors.

Day 9: Return to Boston

Morning: After breakfast, start your journey back to Boston (about 4 hours). If time allows, stop at any coastal towns you missed on the way.

Afternoon: Once back in Boston, you can explore any last-minute sights, like the or the .

Evening: Enjoy a farewell dinner at a nice restaurant in the Seaport District, like , where you can enjoy fresh seafood with a view of the harbor.

Tips:

I hope this itinerary helps you have an unforgettable trip filled with beautiful coastal views, delicious food, and charming towns! Safe travels! 🌊🦞🏖️

Places of interest

Tatte Bakery & Cafe Boston/ Maine

Tatte Bakery & Cafe

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Freedom Trail Boston/ Maine

Freedom Trail

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Boston Common Boston/ Maine

Boston Common

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Massachusetts State House Boston/ Maine

Massachusetts State House

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North End Boston/ Maine

North End

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Giacomo’s Boston/ Maine

Giacomo’s

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Pizzeria Regina Boston/ Maine

Pizzeria Regina

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Mike’s Pastry Boston/ Maine

Mike’s Pastry

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Rockport Boston/ Maine

Rockport

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Bearskin Neck Boston/ Maine

Bearskin Neck

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Motif Number 1 Boston/ Maine

Motif Number 1

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The Lobster Pool Boston/ Maine

The Lobster Pool

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Ogunquit Boston/ Maine

Ogunquit

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Ogunquit Beach Boston/ Maine

Ogunquit Beach

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Marginal Way Boston/ Maine

Marginal Way

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The Lobster Shack Boston/ Maine

The Lobster Shack

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Kennebunkport Boston/ Maine

Kennebunkport

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Dock Square Boston/ Maine

Dock Square

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The Clam Shack Boston/ Maine

The Clam Shack

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Portland Boston/ Maine

Portland

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Portland Head Light Boston/ Maine

Portland Head Light

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Old Port district Boston/ Maine

Old Port district

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Eventide Oyster Co. Boston/ Maine

Eventide Oyster Co.

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Boothbay Harbor Boston/ Maine

Boothbay Harbor

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Coastal Maine Botanical Gardens Boston/ Maine

Coastal Maine Botanical Gardens

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Boothbay Lobster Wharf Boston/ Maine

Boothbay Lobster Wharf

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Bar Harbor Boston/ Maine

Bar Harbor

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Acadia National Park Boston/ Maine

Acadia National Park

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Cadillac Mountain Boston/ Maine

Cadillac Mountain

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The Side Street Cafe Boston/ Maine

The Side Street Cafe

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Jordan Pond Boston/ Maine

Jordan Pond

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Jordan Pond House Boston/ Maine

Jordan Pond House

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Havana Boston/ Maine

Havana

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Boston Tea Party Ships and Museum Boston/ Maine

Boston Tea Party Ships and Museum

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Isabella Stewart Gardner Museum Boston/ Maine

Isabella Stewart Gardner Museum

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Legal Harborside Boston/ Maine

Legal Harborside

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