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5-Day Portland to Bar Harbor Scenic Drive and Outdoor Adventure Itinerary
Last updated: 2024 Jun 14Portland City Exploration and Culinary Delights
Morning
Start your day with a delightful breakfast at Duckfat, known for its delicious pastries and sandwiches. Afterward, embark on the Portland Trolley City Tour with Portland Head Light Stop to get an overview of the city.
Afternoon
For lunch, savor the flavors of Maine at Central Provisions, a renowned restaurant offering a variety of small plates. Afterward, take a leisurely stroll through the historic Old Port district.
Evening
Enjoy a seafood feast at Eventide Oyster Co., famous for its oyster selection. After dinner, take a relaxing walk along the waterfront and enjoy the sunset.
Bedtime
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Portland Trolley City Tour with Portland Head Light Stop
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Lighthouse Cruises and Local Brews
Morning
Indulge in a delicious brunch at Fore Street, known for its farm-to-table cuisine. Afterward, experience the Portland Best of Maine Lighthouse Scenic Cruise to see the iconic coastal beacons.
Afternoon
For a unique experience, visit Rising Tide Brewing Company for a brewery tour and tasting. Then, take a self-guided stroll through the city with the Portland Exploration Self-Guided Driving & Walking Tour.
Evening
Dine at Nosh Kitchen Bar, a local favorite for its creative small plates. After dinner, explore the vibrant nightlife of Portland.
Bedtime
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Portland Best of Maine Lighthouse Scenic Cruise
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Rising Tide Brewing Company
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Portland Exploration Self-Guided Driving & Walking Tour
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Outdoor Adventures and Seafood Tours
Morning
Start your day with a hearty breakfast at The Honey Paw, known for its Asian-inspired dishes. Then, embark on the Portland, Maine Coastal Lighthouses Guided Bicycle Tour for a scenic ride along the coast.
Afternoon
For lunch, enjoy a seafood extravaganza at Street & Co., a top-rated restaurant overlooking the harbor. Afterward, take the Portland Old Port Seafood Lovers Tour to sample the best of Maine's seafood.
Evening
Cook your own seafood dinner with fresh ingredients from Harbor Fish Market. Enjoy a cozy evening in with a homemade meal.
Bedtime
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Portland, Maine Coastal Lighthouses Guided Bicycle Tour
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Portland Old Port Seafood Lovers Tour
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History, Culture, and Local Eats
Morning
Enjoy a leisurely breakfast at Boda, a popular spot for its Thai street food. Then, immerse yourself in the local history with the Portland, Maine Hidden Histories Guided Walking Tour.
Afternoon
For lunch, head to Five Fifty-Five for a fine dining experience in a historic building. Afterward, visit the Tate House Museum to learn about Portland's colonial history.
Evening
Dine at Fore River Brewing Company, a great place to enjoy local brews and pub fare. After dinner, take a stroll through the arts district and explore the galleries.
Bedtime
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Portland, Maine Hidden Histories Guided Walking Tour
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Tate House Museum
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Farewell to Portland and Road Trip to Bar Harbor
Morning
Have a final breakfast at Union Restaurant, known for its innovative cuisine. Then, pack a picnic from Rosemont Market & Bakery for the road trip to Bar Harbor.
Afternoon
Enjoy the scenic drive along the coast, with stops at Portland Head Light and other viewpoints along the way. Arrive in Bar Harbor in the late afternoon.
Evening
Check into your accommodation in Bar Harbor and have a relaxing evening in this charming coastal town. Consider dining at a local seafood restaurant to start your culinary experience in Bar Harbor.
Bedtime
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Portland Head Light
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