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Maine to Boston Road Trip: Lighthouses, Breweries, and Culinary Delights

Maine to Boston Road Trip: Lighthouses, Breweries, and Culinary Delights Itinerary

Last updated: 2024 Jun 14

Lighthouse and Brewery Day in Portland

Morning
Start your day with a delightful breakfast at Duckfat, known for its delicious donuts and hearty sandwiches. After breakfast, embark on the "Portland Trolley City Tour with Portland Head Light Stop" Portland Trolley City Tour with Portland Head Light Stop. This tour will give you a great overview of the city and take you to the iconic Portland Head Light.
Afternoon
For lunch, head to Novare Res Bier Cafe, a popular spot for beer enthusiasts with a vast selection of local and international brews. Afterward, enjoy the "Portland, Maine Local Brewery & Spirits Bus Tour" Portland, Maine Local Brewery & Spirits Bus Tour, where you'll visit some of the best breweries and distilleries in the area.
Evening
In the evening, savor a seafood dinner at Eventide Oyster Co., known for its oyster selection. After dinner, take a leisurely walk around the Old Port area and enjoy the vibrant waterfront.
Bedtime
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Visit Portland Trolley City Tour with Portland Head Light Stop in Portland, Maine
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Portland Trolley City Tour with Portland Head Light Stop

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Visit Portland, Maine Local Brewery & Spirits Bus Tour in Portland, Maine
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Portland, Maine Local Brewery & Spirits Bus Tour

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Culinary and Cultural Exploration of Portland

Morning
Enjoy a leisurely breakfast at Central Provisions, a trendy spot known for its small plates. After breakfast, immerse yourself in the local food scene with the "Portland Old Port Culinary Walking Tour" Portland Old Port Culinary Walking Tour. You'll have the opportunity to taste a variety of dishes and learn about the culinary history of the city.
Afternoon
For a unique experience, take the "Portland, Maine Tour in Vintage Fire Engine" Portland, Maine Tour in Vintage Fire Engine. This tour will take you around the city in a vintage fire engine, offering a fun and informative way to see the sights. After the tour, have a relaxed lunch at Fore Street, a renowned farm-to-table restaurant.
Evening
In the evening, continue your culinary journey with a guided foodie walking tour, Portland Guided Foodie Walking Tour with Food and Drinks, where you'll visit a variety of local eateries and sample their specialties. End the night with a drink at Bissell Brothers Brewing Company, known for its craft beers.
Bedtime
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Visit Portland Old Port Culinary Walking Tour in Portland, Maine
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Portland Old Port Culinary Walking Tour

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Visit Portland, Maine Tour in Vintage Fire Engine in Portland, Maine
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Portland, Maine Tour in Vintage Fire Engine

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Outdoor Adventure in Bar Harbor

Morning
Depart from Portland and head to Bar Harbor, a charming coastal town known for its proximity to Acadia National Park. Start your day with a hearty breakfast at The Green Elephant Vegetarian Bistro, offering a variety of plant-based dishes.
Afternoon
Spend the afternoon exploring Acadia National Park with a hike on one of the many scenic trails. After your outdoor adventure, relax with a late lunch at The Thirsty Whale, a local favorite for seafood.
Evening
Enjoy a peaceful evening in Bar Harbor, strolling along the waterfront and taking in the picturesque views of the harbor. For dinner, try Havana, a restaurant known for its Latin-inspired cuisine.
Bedtime
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Historic Charm of Portsmouth

Morning
Travel from Bar Harbor to Portsmouth, a historic New England town with a vibrant cultural scene. Start your day with a classic breakfast at The Friendly Toast, a quirky diner with a retro vibe.
Afternoon
Explore the historic streets of Portsmouth with the "Portsmouth Historic Walking Tour" Portsmouth Historic Walking Tour. Learn about the town's rich history and visit sites like the Strawbery Banke Museum. For lunch, enjoy a meal at Moxy, a restaurant known for its modern take on New England cuisine.
Evening
In the evening, take a sunset cruise on the Piscataqua River with the Portsmouth Sunset Cruise. After the cruise, have a relaxed dinner at Raleigh Wine Bar + Market and sample some local wines.
Bedtime
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City Exploration in Boston

Morning
Travel from Portsmouth to Boston, the capital of Massachusetts and one of the oldest cities in the United States. Start your day with a walk along the Freedom Trail, a 2.5-mile route that takes you to 16 historic sites.
Afternoon
For lunch, try the famous New England clam chowder at Union Oyster House, the oldest continuously operating restaurant in the United States. After lunch, visit the Museum of Fine Arts or take a leisurely stroll in the Boston Public Garden.
Evening
End your trip with a special dinner at Mamma Maria, a cozy Italian restaurant in the North End. After dinner, take a walk along the waterfront and enjoy the views of the city skyline.
Bedtime
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