Day 1
Daily Itinerary
Arrive Portland, Maine
Arrive into Portland, Maine and collect your rental car upon arrival. Check Into Your Boutique Hotel With attention to detail, no two rooms are alike at this boutique hotel. The guest rooms have a cozy feel of place. Down the spiral stairs and out the front doors, the seacoast city of Portland, established in 1633, invites exploration.
Included Unique Activities
Portland Culinary Walking Tour
Portland, Maine
This 3 hour leisurely walking tour carves a path through the streets of the charming Old Port educating you on local food, drinks and history. Friendly and engaging tour guides take you to several Old Port artisanal shops, restaurants and pubs where you’ll sample a delectable mix of classic Maine and cultural foods and beverages. Meet with culinary artisans along the way, learn what inspires them and how they got their start. Along the way we’ll dish about the colorful, social and culinary history unique to the “Port City” we call home with lots of additional recommendations on how to dine and imbibe.
Examples of servings your tour MAY include:
Fresh picked lobster
From-scratch confections from a hip local bakery
Cold-pressed nut mylk smoothie
Locally-sourced temaki/hand roll
Farmer’s market sourced soups or a Maine seafood “chowdah”
Iconic Maine craft beer
Dark chocolate truffles made with Aroostook County potatoes
Variations regularly occur as this is our Flagship walking food tour.
This experience showcases the culinary culture comprised of talented food and beverage artisans, from bakers and brewers to confectioners, chefs and more…the spots we locals enjoy visiting on a daily basis.
Overnight Location
Portland, Maine
Established in 1633 as a fishing village, Portland became New England’s largest port. With its narrow cobblestone streets, artistic and outdoor adventures, it’s one of the most vibrant small towns in America. A place where grey flannel and plaid flannel coexist companionably. And underlying the latest tech, fashion, and culinary scene is a deep sense of continuity. Experience the character of a region that blends the present with a very special past.
Day 2
Daily Itinerary
Drive to North Conway, New Hampshire
The drive from Portland, Maine to North Conway, New Hampshire takes 1 hour and 30 minutes. Check into the finest resort in North Conway in the heart of the White Mountains. Relax by the heated indoor and outdoor pool and lounge on the sun deck with jaw-dropping scenery. Take a 10 minute drive to Diana's Baths - a series of small cascading waterfalls with crystal waters.
Overnight Location
North Conway, New Hampshire
A village set amid mountains and forest, North Conway is a jumping-off point for hiking excursions on Mt. Washington and fall leaf-viewing tours on vintage trains, as well as ski trips and visits to Diana’s Baths cascades.
Day 3
Daily Itinerary
First Class Scenic Train Ride
Enjoy your trip on the Mountaineer Train as you pass through some of New Hampshire's most spectacular scenery. Your tickets include a light lunch and premium first class seating. Your trip will take approximately 5 hours round trip.
Included Unique Activities
Conway Scenic Railroad
North Conway, New Hampshire
Take the scenic Conway Railroad through dramatic natural scenery in the East as you travel through spectacular Crawford Notch – past sheer bluffs cliffs, steep ravines, cascading brooks and streams, panoramic mountain vistas, across Frankenstein Trestle and Willey Brook Bridge – en route to Crawford Depot.
Overnight Location
North Conway, New Hampshire
A village set amid mountains and forest, North Conway is a jumping-off point for hiking excursions on Mt. Washington and fall leaf-viewing tours on vintage trains, as well as ski trips and visits to Diana’s Baths cascades.
Day 4
Daily Itinerary
Drive to Boothbay Harbor, Maine
Depart from New Hampshire and drive to Booth Bay Harbor, Maine. This drive takes 2 hours and 30 minutes. Check-In to your Historic Victorian Inn located on the waterfront in the heart of the scenic coastal town of Boothbay Harbor, which has earned the distinction as the "finest B&B on the Waterfront." The Inn specializes in gracious Downeast hospitality, elegant accommodations with water views from your decks or balcony overlooking the ever-changing tides of Boothbay Harbor. Enjoy the convenient, quiet location, right on the harbor, and just steps to downtown Boothbay Harbor's art galleries, shops, restaurants, and boating excursions.
Overnight Location
Boothbay Harbor, Maine
The Boothbay Harbor Region is perfectly situated to provide visitors with the very best Maine has to offer. Whether charging forward or kicking back there are limitless options. Take a hike, and watch for wildlife and birds, along trails preserved by the Boothbay Region Land Trust, with scenic views of rocky shores, coastal islands, and river corridors. Visit Coastal Maine Botanical Gardens, open year-round, and ranked one of the top 10 public gardens in the USA.
Day 5
Included Unique Activities
Traditional Clambake on the Island
Boothbay Harbor, Maine
Enjoy a Clambake on an Island (June to Sept) Board a boat at Pier 6 in Boothbay Harbor and set off on a narrated scenic cruise while you take in Maine's breathtaking coastline. As you step off the boat, you will be greeted and welcomed onto the island. With indoor and outdoor dining options, you will have ample choices on where to sit. Whilst on the island enjoy a traditional Downeast clambake including fish chowder, two lobsters, clams, golden corn on the cob, potato, onion, a hard steamed egg and Maine's finest blueberry cake. Clambakes are cooked in traditional fashion - steamed over open fires between thick layers of seaweed and covered with tarpaulins to seal in all the great flavor and natural sweetness. After you enjoy your meal, take time to explore the natural beauty of Cabbage Island.
Overnight Location
Boothbay Harbor, Maine
The Boothbay Harbor Region is perfectly situated to provide visitors with the very best Maine has to offer. Whether charging forward or kicking back there are limitless options. Take a hike, and watch for wildlife and birds, along trails preserved by the Boothbay Region Land Trust, with scenic views of rocky shores, coastal islands, and river corridors. Visit Coastal Maine Botanical Gardens, open year-round, and ranked one of the top 10 public gardens in the USA.
Day 6
Daily Itinerary
Drive to Acadia National Park
Depart from Boothbay Harbor, Maine. This scenic drive takes about 2 hours and 30 minutes. Check into your charming inn, which borders Acadia National Park Step. Your Inn sits on four acres of land bordering Acadia National Park and the charming coastal village of Bar Harbor. Experience the beauty of coastal Maine from a great location.
Included Unique Activities
Lobstering Boat Ride
Bar Harbor, Maine
Take a Lobster Boat Ride with the experts. Set off from Bar Harbor on a traditional Downeast-style lobster boat with your experienced lobster boat captain, prepare for a personal and unique adventure. Learn all about Maine lobsters and watch them being caught right in front of you and be on the lookout for seals and bald eagles. See beautiful summer cottages, privately-owned islands, and picturesque lighthouses on this exciting Maine experience.
Overnight Location
Acadia National Park, Maine
Acadia National Park is a stunning national treasure on the coast of Maine covering 47,000-acre primarily on Maine's Mount Desert Island, it is one of the most visited National Parks in North America. Its landscape is marked by woodland, rocky beaches, and glacier-scoured granite peaks such as Cadillac Mountain, the highest point on the United States’ East Coast. Among the wildlife are moose, bear, whales, and seabirds. The bayside town of Bar Harbor, with restaurants and shops, is a popular gateway.
47,000-acre Atlantic coast recreation area primarily on Maine's Mount Desert Island. Its landscape is marked by woodland, rocky beaches and glacier-scoured granite peaks such as Cadillac Mountain, the highest point on the United States’ East Coast. Among the wildlife are moose, bear, whales and seabirds. The bayside town of Bar Harbor, with restaurants and shops, is a popular gateway.
Day 7
Daily Itinerary
Free Day to Explore Acadia National Park
Today you are free to explore the beautiful Acadia National Park, if you prefer a guided tour we are happy to arrange one for you. Set off along the iconic Park Loop and explore highlights such as Cadillac Mountain, Sand Beach, and Thunder Hole. Cadillac Mountain is the highest point along the North Atlantic seaboard and a spectacular sunrise or sunset viewing point! Drive or hit the trail up to the top. There are so many trails to choose from in Acadia. If you are looking for a short moderate hike we recommend Flying Mountain. This loop offers a steep hike to the top of a small mountain with spectacular views of Somes Sound and descends to a quiet ocean cove with a rocky beach.
Overnight Location
Acadia National Park, Maine
Acadia National Park is a stunning national treasure on the coast of Maine covering 47,000-acre primarily on Maine's Mount Desert Island, it is one of the most visited National Parks in North America. Its landscape is marked by woodland, rocky beaches, and glacier-scoured granite peaks such as Cadillac Mountain, the highest point on the United States’ East Coast. Among the wildlife are moose, bear, whales, and seabirds. The bayside town of Bar Harbor, with restaurants and shops, is a popular gateway.
47,000-acre Atlantic coast recreation area primarily on Maine's Mount Desert Island. Its landscape is marked by woodland, rocky beaches and glacier-scoured granite peaks such as Cadillac Mountain, the highest point on the United States’ East Coast. Among the wildlife are moose, bear, whales and seabirds. The bayside town of Bar Harbor, with restaurants and shops, is a popular gateway.
Day 8
Daily Itinerary
Depart from Portland, Maine
Check out of your Bar Harbor Inn and drive 3 hours to the Portland International Airport in Maine. Return your rental car and bid farewell to beautiful New England until you can return again!
