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Massachusetts and Maine Coastal (Self-Drive)
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10 to 15+ Nigths from $1,959*
This sample price: priced within the past 7 days for arrival on 12/3/2022, departure from Miami International MIA (FL), US. Choose your own departure city and dates.
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This is a suggested independent itinerary that you customize. Please select the best flights, hotels, trains, activities, transportation and number of nights in each destination to fit your needs.
Enjoy this Road Trip to The Bay and The Pine Tree States; with their charming coastal towns. Make sure you are hungry, as you will be find many delicious lobster dishes throughout the trip. Start in Massachusetts, visiting Boston (historic city and capital of Massachusetts famous for the Boston Tea Party); then, drive to Maine State and explore; Kennebunkport, them, Boothbay Harbor (a popular yachting and tourist destination during summer time), Bar Harbor, and finally, Bangor (best-known resident, author Stephen King, the city has much to offer to visitors with its small town charm). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

This 10 night sample itinerary includes:
  • Flight into Boston and out of Bangor
  • Hotel for 3 nights in Boston
  • Rental Car for 8 days
  • Hotel for 2 nights in Kennebunkport
  • Hotel for 1 night in Boothbay Harbor
  • Hotel for 3 nights in Bar Harbor
  • Hotel for 1 night in Bangor
  • Driving Time
    Boston - Kennebunkport: 1 hr. 35 mins. approx.
    Kennebunkport - Boothbay Harbor: 1 hr. 45 mins. approx.
    Boothbay Harbor - Bar Harbor: 2 hrs. 50 mins. approx.
    Bar Harbor - Bangor: 1 hr. 15 mins. approx.


Price history for this itinerary (past 7 days):
From Charlotte CLT (NC), US for 10 nights
2014.93 * incl.tax
From Cincinnati CVG (OH), US for 10 nights
3176.07 * incl.tax
From Columbia CAE (SC), USA for 10 nights
3172.18 * incl.tax
From Miami International MIA (FL), US for 10 nights
1953.51 * incl.tax
From Seattle SEA (WA), US for 10 nights
3803.09 * incl.tax
From Springfield SGF (Ozarks)(MO), USA for 10 nights
2482.49 * incl.tax
From Washington DC (all Airports), US for 10 nights
3181.57 * incl.tax
Related Cities:
Boston, MA (25)     Bangor, ME (5)     Bar Harbor, ME (5)     Kennebunkport, ME (3)     Boothbay Harbor, ME (1)    
Customize and Book
Destination
Arrival date
Stay
1. Boston, MA
  66 hotels
2. Kennebunkport, ME
   (22 hotels)
3. Boothbay Harbor, ME
   (10 hotels)
4. Bar Harbor, ME
   (26 hotels)
5. Bangor, ME
   (11 hotels)
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Please contact us for any special arrangements such as more than three rooms and partial stays.
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Trip Summary
3 nights in Boston, MA

Whether you are looking to take in the skyline or enjoy art, visit a museum or spend the day getting pampered, you will find what you want in Boston. Laced with parks, and pathways you can easily take in the skyline, while enjoying walking the Greenway, Harborwalk, Esplanade or Freedom Trail.

Recommended Stay: At least 3 nights
Must See`s:
The Freedom Trail, the Museum of Fine Arts, the Faneuil Hall Marketplace, the Boston Tea Party Ships & Museums, the Boston Public Garden and so much more!



2 nights in Kennebunkport, ME

Kennebunkport is a coastal town in southern Maine. It cycles through four seasons annually, making it a versatile and desirable year- round destination. Kennebunkport is known for its beaches, including long, sandy Goose Rocks Beach and smaller Arundel Beach. The Dock Square area has a district of souvenir shops, art galleries, schooner attractions, seafood restaurants, and bed and breakfasts.

Recommended Stay: At least 2 nights
Must See`s:
The Seashore Trolley Museum, the Ocean Avenue, the Goat Island Lighthouse, the Dock Square, the Cape Porpoise Harbor, the Gooch`s Beach, the Walkers Point and so much more!



1 nights in Boothbay Harbor, ME

Boothbay Harbor is a town in Lincoln County, Maine, United States. It welcomes you with its bright summer colors and beautiful snowy winters. During summer months, the entire Boothbay Harbor region is a popular yachting and tourist destination.

Recommended Stay: At least 2 nights
Must See`s:
The Coastal Maine Botanical Gardens, the Pemaquid Point Lighthouse, the Maine Maritime Museum, the Popham Beach, the Reid State Park, the Popham Beach State Park and so much more!



3 nights in Bar Harbor, ME

Bar Harbor is a town on Mount Desert Island along Maine`s Frenchman Bay. Bar Harbor is known for its stunning coastal beauty, its many yachts and lobster boats, and its view of islands and ocean in settings that can range from glistening sunlight to thick fog and mist.

Recommended Stay: At least 2 nights
Must See`s:
The Acadia National Park, the Cadillac Mountain, the Sand Beach, the Jordan Pond, the Park Loop Road, the Carriage Road, the Schoodic Peninsula, the Thunder Hole and so much more!



1 nights in Bangor, ME

Bangor is a city along the Penobscot River in the U.S. state of Maine. Bangor is known as the `Queen City` of Maine. Modern Bangor was established by European Americans in the mid-1800s, based on the lumber and shipbuilding industries. The city proper has a population of 33,039, making it the state`s 3rd-largest settlement, behind Portland (66,882) and Lewiston (36,221).

Recommended Stay: At least 2 nights
Must See`s:
The Acadia National Park, the Stephen King House, the Hollywood Casino Hotel and Raceway Bangor, the Maine Discovery Museum, the Cole Land Transportation Museum, the Paul Bunyan Statue and so much more!




Book This Package
Flexible Itinerary
Boston, MA
Day 1
Arrive to Boston, MA
Overnight in Boston, MA   66 hotels offered
Optional   61 Things to do
Day 2
Overnight in Boston, MA   66 hotels offered
Optional   61 Things to do
Day 3
Overnight in Boston, MA   66 hotels offered
Optional   61 Things to do
Day 4
Departing from Boston, MA
Transportation to next city by: Regional Air
Kennebunkport, ME
Day 4
Arrive to Kennebunkport, ME
Overnight in Kennebunkport, ME   22 hotels offered
Optional   2 Things to do
Day 5
Overnight in Kennebunkport, ME   22 hotels offered
Optional   2 Things to do
Day 6
Departing from Kennebunkport, ME
Transportation to next city by: Regional Air
Boothbay Harbor, ME
Day 6
Arrive to Boothbay Harbor, ME
Overnight in Boothbay Harbor, ME   10 hotels offered
Day 7
Departing from Boothbay Harbor, ME
Transportation to next city by: Regional Air
Bar Harbor, ME
Day 7
Arrive to Bar Harbor, ME
Overnight in Bar Harbor, ME   26 hotels offered
Optional   13 Things to do
Day 8
Overnight in Bar Harbor, ME   26 hotels offered
Optional   13 Things to do
Day 9
Overnight in Bar Harbor, ME   26 hotels offered
Optional   13 Things to do
Day 10
Departing from Bar Harbor, ME
Transportation to next city by: Regional Air
Bangor, ME
Day 10
Arrive to Bangor, ME
Overnight in Bangor, ME   11 hotels offered
Day 11
Departing from Bangor, ME

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Boston, MA Hotels (66 total)
Kennebunkport, ME Hotels (22 total)
Boothbay Harbor, ME Hotels (10 total)
Bar Harbor, ME Hotels (26 total)
Bangor, ME Hotels (11 total)


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Tours in Boston, MA (61 total)
Tours in Kennebunkport, ME (2 total)
Tours in Bar Harbor, ME (13 total)


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Package Map Picture
USA

Hot dogs, Hollywood, Historical Personalities, Baseball, Mount Rushmore, The Grand Canyon, American Football, and the Golden Gate Bridge are just a few of the iconic landmarks, foods, and sports that the United States of American is known for. The USA is the most dominant economic and military powerhouse in the entire world, the most famous country in the world. The US is known for its sports, good culture, music, movies, technological innovations, and historical personalities. From the glitz and glam of Hollywood filled with movie stars and celebrities to the stunning coastlines of the Gulf of Mexico and the wild shores of Maine, the US offers 50 states to visit boasting a variety of landscapes and stunning attractions.
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Price Guidance

The package rates displayed are your total price per person based on Double Occupancy and your Arrival Date and Number of Nights selected. You can change details after selecting your travel date.

Price history for this itinerary (past 7 days):

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Massachusetts and Maine Coastal (Self-Drive)
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Boston, MA
Whether you are looking to take in the skyline or enjoy art, visit a museum or spend the day getting pampered, you will find what you want in Boston. Laced with parks, and pathways you can easily take in the skyline, while enjoying walking the Greenway, Harborwalk, Esplanade or Freedom Trail.

Recommended Stay: At least 3 nights
Must See`s:
The Freedom Trail, the Museum of Fine Arts, the Faneuil Hall Marketplace, the Boston Tea Party Ships & Museums, the Boston Public Garden and so much more!
Kennebunkport, ME
Kennebunkport is a coastal town in southern Maine. It cycles through four seasons annually, making it a versatile and desirable year- round destination. Kennebunkport is known for its beaches, including long, sandy Goose Rocks Beach and smaller Arundel Beach. The Dock Square area has a district of souvenir shops, art galleries, schooner attractions, seafood restaurants, and bed and breakfasts.

Recommended Stay: At least 2 nights
Must See`s:
The Seashore Trolley Museum, the Ocean Avenue, the Goat Island Lighthouse, the Dock Square, the Cape Porpoise Harbor, the Gooch`s Beach, the Walkers Point and so much more!
Boothbay Harbor, ME
Boothbay Harbor is a town in Lincoln County, Maine, United States. It welcomes you with its bright summer colors and beautiful snowy winters. During summer months, the entire Boothbay Harbor region is a popular yachting and tourist destination.

Recommended Stay: At least 2 nights
Must See`s:
The Coastal Maine Botanical Gardens, the Pemaquid Point Lighthouse, the Maine Maritime Museum, the Popham Beach, the Reid State Park, the Popham Beach State Park and so much more!
Bar Harbor, ME
Bar Harbor is a town on Mount Desert Island along Maine`s Frenchman Bay. Bar Harbor is known for its stunning coastal beauty, its many yachts and lobster boats, and its view of islands and ocean in settings that can range from glistening sunlight to thick fog and mist.

Recommended Stay: At least 2 nights
Must See`s:
The Acadia National Park, the Cadillac Mountain, the Sand Beach, the Jordan Pond, the Park Loop Road, the Carriage Road, the Schoodic Peninsula, the Thunder Hole and so much more!
Bangor, ME
Bangor is a city along the Penobscot River in the U.S. state of Maine. Bangor is known as the `Queen City` of Maine. Modern Bangor was established by European Americans in the mid-1800s, based on the lumber and shipbuilding industries. The city proper has a population of 33,039, making it the state`s 3rd-largest settlement, behind Portland (66,882) and Lewiston (36,221).

Recommended Stay: At least 2 nights
Must See`s:
The Acadia National Park, the Stephen King House, the Hollywood Casino Hotel and Raceway Bangor, the Maine Discovery Museum, the Cole Land Transportation Museum, the Paul Bunyan Statue and so much more!

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