Unforgettable Relaxation and Culinary Adventure: A 20216-Day Lobster-focused Rail Trip

Day 1: Arrival in Portland

Portland, Maine

9:00AM

Breakfast at The Green Elephant

Start your day with a delicious veggie breakfast at this popular eatery known for its unique flavors.
Located within the Old Port district, accessible via a short walk.
USD20, 1 hour

10:30AM

Explore the Portland Head Light

One of the most photographed lighthouses in America, it offers stunning views of the coast.
Take a local bus to Fort Williams Park, where the lighthouse is located.
USD0, 2 hours

1:00PM

Lunch at Eventide Oyster Co.

Savor a variety of fresh lobster rolls and oysters, a true seafood gem.
Return via local bus to downtown Portland.
USD30, 1.5 hours

3:00PM

Visit the Portland Museum of Art

Explore Maine’s art scene with both contemporary and classic works on display.
A 10-minute walk from the restaurant.
USD15, 2 hours

6:00PM

Dinner at Street & Co.

Experience a delightful seafood dinner with their famous lobster pasta.
A short walk from the museum, this bistro is located in the Old Port.
USD50, 1.5 hours
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Day 2: Bar Harbor Bliss

Bar Harbor, Maine

8:00AM

Breakfast at Café This Way

Enjoy a hearty breakfast with local ingredients before heading out for the day.
Short walk from your hotel towards Main Street.
USD25, 1 hour

9:30AM

Explore Acadia National Park

Visit landscapes filled with granite peaks, ocean beaches, and woodlands.
Take the park shuttle from Bar Harbor center.
USD30 (entrance fee), 4 hours

2:00PM

Lunch at The Lobster Claw

Indulge in their famous lobster stew and chowder while overlooking the stunning views.
Return by shuttle to Bar Harbor and walk to the restaurant.
USD35, 1.5 hours

4:00PM

Relax at Sand Beach

Unwind at this beautiful beach, perfect for a stroll and enjoying nature.
Take the park shuttle back to the beach area.
USD0, 2 hours

7:00PM

Dinner at The Reading Room Restaurant

Enjoy a fine dining experience with fresh lobster dishes and sea views.
Take a short taxi ride to the restaurant.
USD60, 2 hours
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Day 3: Coastal Charm of Rockport

Rockport, Maine

8:00AM

Breakfast at The Landings Restaurant

Enjoy a waterfront breakfast with local baked goods and stunning harbor views.
A morning bus trip away from Bar Harbor, scheduled bus service available.
USD20, 1 hour

9:30AM

Visit Rockport Harbor

Stroll along the harbor, watching the boats and enjoying the serene atmosphere.
Short walk from the restaurant.
USD0, 1 hour

11:00AM

Artisan Shopping in Rockport Village

Browse the charming shops for local crafts and delicious seafood snacks.
Easy walking distance around the village.
USD10 (snacks), 1.5 hours

1:00PM

Lunch at The Pearl

Feast on a mouth-watering lobster roll paired with local craft beer.
Walk to the waterfront for dining.
USD40, 1.5 hours

3:00PM

Relax at coastal parks

Enjoy the peacefulness of nearby coastal parks and take in the scenic views.
Walk or bike rental for easy access.
USD15 (bike rental), 3 hours

6:00PM

Dinner at The Shore Dinner Hall

Relish a classic Maine lobster bake that includes all the traditional sides.
A short drive or taxi to the venue.
USD55, 2 hours
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Day 4: Picturesque Kennebunkport

Kennebunkport, Maine

9:00AM

Breakfast at The Clam Shack

Sample delicious lobster rolls – a must-start in this quaint coastal town.
Short bus drive to Kennebunkport.
USD20, 1 hour

10:30AM

Walk along Kennebunk Beach

Enjoy the soft, sandy shores and beautiful ocean views at this popular beach.
A scenic walk from breakfast location.
USD0, 2 hours

12:30PM

Lunch at Federal Jacks Restaurant

Enjoy tasty lobster quesadillas at this waterfront locale.
Short walk back into town.
USD35, 1.5 hours

2:00PM

Visit the Seashore Trolley Museum

Discover the history of trolley cars in seaside settings with fun exhibits.
Short bus ride away from the restaurant.
USD15, 2.5 hours

5:00PM

Explore Dock Square

Shop for souvenirs and enjoy the coastal charm of this busy local hub.
Return by bus to town center.
USD0, 1.5 hours

7:00PM

Dinner at Mabel’s Lobster Claw

Dine at this classic restaurant, famous for its whole lobster dinners.
Easy walk from Dock Square.
USD50, 2 hours
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Day 5: Cultural Hub of Boston

Boston, Massachusetts

8:00AM

Breakfast at Tatte Bakery & Cafe

Fuel up with a pastry and lobster benedict in this popular café.
Train ride from Kennebunkport to Boston.
USD30, 1.5 hours

9:30AM

Explore Freedom Trail

Walk this historical path that leads through Boston's pivotal sites.
Starting point near your breakfast location.
USD0, 2.5 hours

12:00PM

Lunch at The Daily Catch

Match your culinary choices with authentic New England cuisine, especially lobster dishes.
Short walk from the Freedom Trail.
USD40, 1.5 hours

2:00PM

Visit Boston's Aquarium

Explore aquatic wonders and daily exhibits focusing on marine life.
Take the subway from the restaurant.
USD28, 2 hours

5:00PM

Relax at Boston Common

Enjoy some fresh air and green space, ideal for unwinding.
Easy subway ride back to downtown.
USD0, 2 hours

7:00PM

Dinner at Legal Sea Foods

Indulge in a lavish selection of lobster options at this beloved New England chain.
Short walk from Boston Common.
USD70, 2 hours
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