American Experiences: Explore Bar Harbor and Portland

Road trip along Maine's coast


Meander down rocky coastline as you discover the stunning landscape and quaint towns that Maine has to offer. Build up your appetite to find out why Portland truly is the lobster capital of the world.

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Each American Experiences trip is designed for you to craft and customize your own adventure. Pick your own date, add or remove nights, upgrade your car, reverse cities, add on activities, and more. Our team of adventure experts has curated suggestions to make your trip incredible, and our team is standing by to assist you in creating your incredible adventure.

While crafting your road trip, be assured that your package includes centrally-located hotels, a Hertz car rental, breakfast daily, free hotel WiFi, hotel parking, and an adventure all your own.

 

Suggested Itinerary

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Day 1: Arrive in Bar Harbor

Explore the most Northeastern state in the United States, known for its rocky coastline, maritime history and natural beauty. Start your adventure in Bar Harbor with its picturesque downtown, local culture and outdoor activities. The sights and activities are endless - quaint shops, restaurants, art galleries and entertainment await in Bar Harbor Center.

Day 2: Bar Harbor

Acadia National Park is one of the nation's most visited National Parks. Here you will find many hiking trails, rocky beaches and glacier-scored granite peaks such as Cadillac Mountain. Take a climb to the top for a photo op and incredible views. If hiking isn't for you, there is a Summit Road that twists around the north and eastern side of the mountain that will take you to the top. Watching the sun set (or sunrise if you're an early bird!) atop the mountain is a must.

Day 3: Bar Harbor to Portland

Set south for Portland today, this vibrant city known as America's Foodies Small City. From its tiny pastry shops to the Maine Lobster roll, every appetite is sure to be satisfied. Overwhelmed by options? Partake in a foodie walking tour for an inside look and taste of the area! Want to work up an appetite beforehand? Hop on a bicycle for a guided tour around the Portland Peninsula. Or, if you want something a little more unique, check out remote locations aboard a hovercraft! This evening, take a walk along the West End, which is known for its quiet waterfront park promenade, as well as its beautiful sunset views.

Day 4: Portland

Another day in foodie heaven! Today, choose to take your time exploring the many coffee shops and lobster shacks! Or, hop on New England's first and only human powered boat tour with Maine BayCycle! Want to embrace the lumberjack lifestyle of Portland? Try your hand at axe throwing at the Axe Pit bar! Whatever you choose to do, the adventure is up to you!

Day 5: Farewell

Stop at Dock Square for some shopping at one of the local boutiques and galleries that are filled with handcrafted Maine gifts before heading home. If driving south, stop in Kennebunkport known for its beaches and many surrounding Lighthouses.

Add-On Adventures

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Paint Outdoors in Portland, Maine

Immerse yourself and interpret the natural beauty of Maine by capturing the moment in a painting. Hike to the location then paint right in that spot! No experience necessary. This is an all level class that can be enjoyed by beginner painters as well as more experienced artists.
Starting at $150 per person

Portland: Old Port Culinary Walking Tour

Food lovers can explore Portland's historic Old Port independently, but to uncover the best places serving traditional local fare, you really need a guide to lead the way. Taste the best that Portland has to offer on this guided foodie walking tour, complete with stops at up to seven different eateries—and enough tastings to replace a meal. Along the way, your guide offers some stories about Portland's food scene, so you can get familiar with the local culinary stalwarts.
Starting at $109 per person

A Walk Through Bar Harbor

This 2 hour walking tour will begin in front of the Abbe Museum on Mount Desert Street. Your insider expert will share highlights and secrets from the Gilded Age, stories of rum running, and tales of the town folk who influenced the development of Bar Harbor as you wend your way throughout the village. You'll stroll along the Shore Path, walk through the burial ground and visit the Civil War monument. The tour will end in front of LaRochelle Mansion where the Bar Harbor Historical Society resides.
Starting at $40 per person

Savor Bar Harbor Culinary Walking Tour

Stroll through Bar Harbor with a small group on this tour focused on the local cuisine. As you walk, listen to in-depth commentary on the local food scene and stop for tastings at establishments around the Village Green. The tastings add up to a satisfying lunch, and the small group size means you'll have plenty of personalized attention and chances to ask questions.
Starting at $129 per person

Acadia National Park Morning Cruise

The Sea Princess offers a variety of professionally narrated trips daily out of Northeast Harbor. We cruise in calm and protected waters to ensure a comfortable trip for everyone. Cruise the Acadia area and discover the natural beauty of the National Park, with views of lighthouses, basking harbor seals, mountains, cliffs, and more!
Starting at $33 per person

Pedal Peaks Island Day Trip from Portland

Get to know Peaks Island on this cycling day trip from Portland. Traveling via bicycle means you're not trapped behind bus or car windows and you can really experienced the island air. Pedal around the island, stopping for lunch, with a small group; this group size ensures personalized attention from your guide and plenty of chances to ask questions.
Starting at $129 per person

Sea Kayak in Casco Bay

Learn the basics of sea kayaking on land before launching at Mere Point in Brunswick for a leisurely 3 hour morning tour of Northwest Casco Bay! Paddle south to the end of Mere Point for a photo op and then on to visiting an island for a stretch break, snacks, and shoreline exploring. Then paddle back by another island to our launching point.
Starting at $55 per person

Portland Tall Ship Cruise on Casco Bay

What better way to see the delights of Portland than from the sea in one of the famous schooner tall ships. Join this mid morning cruise that will make your visit to Portland an unforgettable trip!
Starting at $76 per person

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American Experiences: Explore Bar Harbor and Portland

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Unscripted experiences, insider access and authentic local flavors


Our team of travel specialists and local contacts have curated some of the best, most exclusive and authentic experiences, restaurants and accommodations to truly immerse yourself in a way that wouldn't be possible in larger groups or just on your own.

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days, from $379