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Ultimate 5-Day Portland, Maine, and Bar Harbor Adventure

Ultimate 5-Day Portland, Maine, and Bar Harbor Adventure Itinerary

Last updated: 2024 Jun 14

Exploring Portland's Maritime Charm

Morning
Start your day with a delightful breakfast at Central Provisions, known for its innovative dishes and cozy atmosphere. Afterward, embark on the Portland Trolley City Tour with Portland Head Light Stop to get an overview of the city's history and visit the iconic Portland Head Light.
Afternoon
For lunch, savor vegetarian cuisine at The Green Elephant Vegetarian Bistro. Then, take a leisurely Portland Best of Maine Lighthouse Scenic Cruise to admire the coastal lighthouses and enjoy the sea breeze.
Evening
In the evening, head to Fore Street for a farm-to-table dining experience. Afterward, take a stroll in the Old Port district and enjoy the vibrant nightlife.
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 Best of Maine Lighthouse Scenic Cruise in Portland, Maine
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Portland Best of Maine Lighthouse Scenic Cruise

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Culinary and Cultural Delights of Portland

Morning
Enjoy a delicious seafood-focused breakfast at Scales Restaurant. Then, immerse yourself in the city's history with the Portland, Maine 2-Hour Guided History Tour.
Afternoon
For lunch, indulge in a variety of local flavors on the Portland Old Port Culinary Walking Tour. Afterward, visit the Tate House Museum to learn about Portland's colonial past.
Evening
Dine at the iconic Fore Street, known for its seasonal menu and waterfront views. After dinner, explore the local craft beer scene at Novare Res Bier Cafe.
Bedtime
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Visit Portland, Maine 2-Hour Guided History Tour in Portland, Maine
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Portland, Maine 2-Hour Guided History Tour

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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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Brewery and Spirits Tour in Portland

Morning
Start your day with a hearty breakfast at Duckfat, a local favorite. Then, embark on the Portland, Maine Local Brewery & Spirits Bus Tour to visit some of the city's best breweries and distilleries.
Afternoon
Enjoy a foodie's paradise with the Portland Guided Foodie Walking Tour with Food and Drinks, sampling a variety of dishes and drinks. Afterward, take a relaxing stroll in the Eastern Promenade.
Evening
For dinner, experience the culinary creations at Union Restaurant. Afterward, unwind at Bissell Brothers Brewing Company with a selection of craft beers.
Bedtime
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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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Visit Portland Guided Foodie Walking Tour with Food and Drinks in Portland, Maine

Portland Guided Foodie Walking Tour with Food and Drinks

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Scenic Drive to Bar Harbor and Coastal Delights

Morning
Depart from Portland and enjoy a scenic drive to Bar Harbor, taking in the picturesque views along the way. Stop for a seafood brunch at a local spot.
Afternoon
Upon arrival in Bar Harbor, take a leisurely bike ride to explore the town and enjoy the coastal scenery. In the afternoon, embark on a Afternoon Boat Ride in Bar Harbor to relax on the water.
Evening
For dinner, savor fresh seafood at A Bar Harbor Seafood Restaurant, known for its lobster dishes. Afterward, take a stroll along the waterfront and enjoy the charming atmosphere of Bar Harbor.
Bedtime
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Outdoor Adventures in Acadia National Park

Morning
Start your day with a hearty breakfast at a local cafe. Then, head to Acadia National Park for a day of hiking and wildlife spotting. Choose from a variety of trails, such as the Precipice, Beehive, or Acadia Mountain.
Afternoon
For lunch, have a picnic in the park with fresh local ingredients. Afterward, continue your outdoor adventures with a visit to sites like Penobscot Mountain and Sergeant Mountain.
Evening
In the evening, enjoy a seafood feast cooked at your accommodation, using the ingredients you picked up during your grocery shopping. Relax and savor the flavors of Maine as you recount the adventures of the day.
Bedtime
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