Kennebunkport, ME Vacation Packages
The Maine coast may have more beautiful towns than any other coast in America, and Kennebunkport is definitely one of them. Once known merely as the tranquil backdrop of the Bush family compound, Kennebunkport, Maine is a tiny New England town on the state’s rocky southern coast, making it the perfect place to have a quintessential New England experience. From gorgeous beaches and delicious lobster rolls to family run ice cream stands and quaint nautical design shops, this town has what it takes for leisure, luxury, and relaxation.
Best Kennebunkport, ME Vacation Packages:
Coastal New England Self Drive (Boston - Kennebunkport - Boothbay - Bar Harbor - Bangor)
10 nights from $1,435*
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).
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
Other Kennebunkport, ME Vacation Packages:
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These New England' States; Massachusetts, Maine New Hampshire are combined in this Self-Drive Package for an unforgettable holiday. Start in Gloucester (worth visiting for its history, seafood restaurants, whale watch cruises, artists' colony, historic houses, and its fine beaches). Then drive up to the southern Maine coastal area, to Kennebunkport (summer destination with diverse shops, restaurants and venues specially at the Dock Square area). After that, continue to Concord-NH in New Hampshire, with its well known carriage making, and the `Concord coaches`. Finally , spend a nice stay in Boston (one of the oldest and populous cities of Massachusetts, famous for its baked beans and the Boston Marathon).
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
Driving Time
Boston Airport - Gloucester: 55 min. approx.
Gloucester - Kennebunkport: 1 hr. 40 mins approx.
Kennebunkport - Concord NH: 1 hr. 30 mins approx.
Concord NH - Boston: 1 hr. 10 mins. approx.
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Kennebunkport
Hotels and Activities
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USA Customer Reviews
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Overall, my experience, the trip masters was good, but but I had a problem you couldn’t help. The reason I say this is that we had a problem with a ho ...Traveled on:9/24/2026
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The hotel in Washington DC was very small and the bathroom offered little space and privacy. However, the hotel was eccentric and had fun decorations. ...Traveled on:8/24/2026
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You guys are great! Keep being awesome ...Traveled on:6/12/2026
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It was an excellent trip ...Traveled on:6/5/2026
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I liked the car rental, hotels, flights, and locations. It was quite an adventure! It would have been nice to know of the one-way car rental fee more ...Traveled on:3/29/2026
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