Boston Rail Trip Adventure

Day 1: Exploring Boston

Boston, MA, USA

8:00AM

Freedom Trail

Start your day with a walk along the historic Freedom Trail, visiting sites like Paul Revere's House and Faneuil Hall.
Walk from your hotel to the Boston Common where the trail begins. It takes around 2-3 hours to complete.
Free, 3 hours

12:00PM

Lunch at Quincy Market

Head to Quincy Market for a variety of food options in a bustling marketplace setting.
Take a short walk from Faneuil Hall to Quincy Market.
$$, 1 hour

2:00PM

Boston Tea Party Ships & Museum

Learn about the historic Boston Tea Party through interactive exhibits and a guided tour of replica ships.
Take a taxi or public transportation to the museum.
$$, 2 hours

5:00PM

Dinner at North End

Indulge in authentic Italian cuisine at the restaurants in Boston's North End neighborhood.
Take a taxi or walk to North End from the museum.
$$$, 2 hours
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Day 2: Portland Charm

Portland, ME, USA

8:00AM

Breakfast at Becky's Diner

Enjoy a hearty breakfast at Becky's Diner known for its delicious seafood dishes and classic American breakfast options.
Take the Amtrak Downeaster train from Boston to Portland, which takes about 2.5 hours.
$$, 1 hour

11:00AM

Portland Head Light

Visit the iconic Portland Head Light, Maine's oldest lighthouse, and enjoy scenic views of the Atlantic Ocean.
Take a short taxi ride from the train station to the lighthouse.
Free, 2 hours

1:00PM

Lunch at Central Provisions

Savor small plates and creative dishes at Central Provisions, a popular restaurant in Portland's Old Port district.
Walk or take a short taxi ride from the lighthouse to the restaurant.
$$$, 1.5 hours

3:00PM

Explore Old Port District

Stroll through the cobblestone streets of Old Port, filled with shops, galleries, and waterfront views.
Walk from the restaurant to Old Port district.
Free, 2 hours

6:00PM

Dinner at Fore Street

Experience farm-to-table dining at Fore Street, known for its seasonal menu and cozy atmosphere.
Walk or take a short taxi ride to the restaurant.
$$$, 2 hours
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Day 3: Burlington Beauty

Burlington, VT, USA

8:00AM

Breakfast at Penny Cluse Cafe

Start your day with a delicious breakfast at Penny Cluse Cafe, known for its pancakes and locally sourced ingredients.
Take the Amtrak Vermonter train from Portland to Burlington, which takes about 7 hours with one transfer.
$$, 1 hour

11:00AM

Church Street Marketplace

Explore the vibrant Church Street Marketplace, a pedestrian-only street filled with shops, restaurants, and street performers.
Walk from the train station to Church Street Marketplace.
Free, 2 hours

1:00PM

Lunch at The Farmhouse Tap & Grill

Enjoy farm-to-table cuisine and a wide selection of local craft beers at The Farmhouse Tap & Grill.
Walk from Church Street Marketplace to the restaurant.
$$, 1.5 hours

3:00PM

ECHO Leahy Center for Lake Champlain

Visit the ECHO Leahy Center to learn about the ecology and history of Lake Champlain through interactive exhibits.
Take a short walk from the restaurant to the center.
$$, 2 hours

6:00PM

Dinner at Hen of the Wood

Indulge in a fine dining experience at Hen of the Wood, known for its locally sourced ingredients and creative dishes.
Walk or take a taxi to the restaurant.
$$$, 2 hours
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Day 4: Montreal Magic

Montreal, QC, Canada

8:00AM

Breakfast at Olive & Gourmando

Start your day with a delicious breakfast at Olive & Gourmando, a popular bakery and cafe in Old Montreal.
Take the Amtrak train from Burlington to Montreal, which takes about 2 hours.
$$, 1 hour

11:00AM

Old Montreal Exploration

Discover the historic charm of Old Montreal with its cobblestone streets, historic buildings, and waterfront views.
Walk from the train station to Old Montreal.
Free, 2 hours

1:00PM

Lunch at Schwartz's Deli

Taste Montreal's famous smoked meat sandwich at Schwartz's Deli, a local institution since 1928.
Walk or take a short taxi ride to the deli.
$, 1 hour

3:00PM

Mont Royal Park

Hike or take a leisurely walk in Mont Royal Park for panoramic views of the city skyline and nature.
Take a taxi or public transportation to the park.
Free, 2 hours

6:00PM

Dinner at Joe Beef

Experience gourmet dining at Joe Beef, known for its inventive dishes and cozy ambiance.
Take a taxi or walk to the restaurant.
$$$, 2 hours
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Day 5: Quebec City Charm

Quebec City, QC, Canada

8:00AM

Breakfast at Paillard

Enjoy a French-inspired breakfast at Paillard, known for its pastries and sandwiches in a charming setting.
Take the train from Montreal to Quebec City, which takes about 3 hours.
$$, 1 hour

11:00AM

Old Quebec Exploration

Stroll through the picturesque streets of Old Quebec, a UNESCO World Heritage site with historic architecture and quaint shops.
Walk from the train station to Old Quebec.
Free, 2 hours

1:00PM

Lunch at Le Lapin Saute

Taste traditional Quebecois cuisine at Le Lapin Saute, known for its rabbit dishes and local ingredients.
Walk or take a short taxi ride to the restaurant.
$$$, 1.5 hours

3:00PM

Citadelle of Quebec

Visit the historic Citadelle, a star-shaped fortress offering guided tours and panoramic views of the city.
Walk from the restaurant to the Citadelle.
$, 2 hours

6:00PM

Dinner at Restaurant Initiale

Experience fine dining at Restaurant Initiale, known for its elegant French cuisine and impeccable service.
Take a taxi or walk to the restaurant.
$$$, 2 hours
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Day 6: Return to Portland

Portland, ME, USA

8:00AM

Breakfast at Tandem Coffee + Bakery

Start your day with coffee and pastries at Tandem Coffee + Bakery, a popular spot in Portland.
Take the train from Quebec City to Portland, which takes about 5 hours.
$, 1 hour

12:00PM

Portland Museum of Art

Explore the Portland Museum of Art, featuring a diverse collection of artwork from Maine and beyond.
Walk or take a short taxi ride from the train station to the museum.
$$, 2 hours

3:00PM

Shopping at Old Port

Shop for unique gifts and souvenirs in the boutiques and galleries of Portland's Old Port district.
Walk from the museum to Old Port district.
$-$$$, 2 hours

6:00PM

Dinner at Fore Street

Enjoy another delicious dinner at Fore Street before heading back to Boston.
Walk or take a short taxi ride to the restaurant.
$$$, 2 hours
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Day 7: Providence Exploration

Providence, RI, USA

8:00AM

Breakfast at The Duck & Bunny

Start your day with a cozy breakfast at The Duck & Bunny, a unique snuggery offering crepes and cupcakes.
Take the Amtrak train from Portland to Providence, which takes about 3 hours.
$$, 1 hour

11:00AM

WaterFire Providence

Experience the enchanting WaterFire art installation on the rivers of Providence, with music and bonfires lighting up the night.
Walk from the train station to the WaterFire location.
Free, 2 hours

1:00PM

Lunch at Al Forno

Indulge in wood-fired pizzas and Italian cuisine at Al Forno, a renowned restaurant in Providence.
Walk or take a short taxi ride to the restaurant.
$$$, 1.5 hours

3:00PM

Roger Williams Park Zoo

Explore the Roger Williams Park Zoo, home to a variety of animal species and beautifully landscaped grounds.
Take a taxi or public transportation to the zoo.
$$, 2 hours

6:00PM

Dinner at Oberlin

Enjoy a contemporary dining experience at Oberlin, known for its innovative small plates and natural wine selection.
Walk or take a short taxi ride to the restaurant.
$$$, 2 hours
View Hotel Availability