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Day Trips

Day trips are a great way to explore various parts of the Cape & Islands

  • Don't miss these spots when you spend a day on Nantucket!

    What to do in a day on Nantucket

    Only have a day to spend on Nantucket? Here are some spots to visit!

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  • Don't miss these spots when you head for a day on the island of Martha’s Vineyard!

    What to do in a day on Martha’s Vineyard

    Only have a day to spend on the Vineyard? Here’s what we recommend you do!

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  • The Upper Cape is comprised of lovely boutique shops, peaceful and serene beaches, highly-praise seafood restaurants, and so much more. Explore all this region of Cape Cod has to offer!

    Exploring the Upper Cape

    Josie's Journey 3: Come along with me as I embark on an exciting adventure to explore the Upper Cape and all it has to offer!

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  • Looking to get an amazing picture on Martha's Vineyard? Check out these ten photo worthy locations.

    Our Top 10 Photo-Worthy Spots on Martha's Vineyard

    Looking to get an amazing picture on Martha's Vineyard? Check out these ten photo worthy locations.

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  • Summer 2024 has arrived on the Cape and Islands! Here's to bonfires beneath the stars, drive-in movies, and watching the sunset with your toes in the sand head in the clouds.

    Your Cape Cod Guide to Summer 2024

    There's nothing quite like summer on the Cape and Islands, and the 2024 season will be no exception (especially if you choose to spend it with WeNeedaVacation)!

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  • The Cape and Islands lighthouses are many things. Points of reference for lost travelers, pillars of safety for fishermen out at sea, landmarks that signify your arrival to your destination. No matter what these structures mean to you, their significance is undeniable. Let's take a closer look at the 22 lighthouses on Cape Cod, Martha's Vineyard, and Nantucket.

    Cape Cod Lighthouses

    Cape Cod, Nantucket, and Martha’s Vineyard are home to 22 majestic lighthouses, one of the highest concentrations of lighthouses anywhere.

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  • Don't miss these places when you spend a day in Sandwich!

    What to do in a day in Sandwich

    Here are our suggestions for a day spent in the town of Sandwich.

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  • Don't miss these spots when you spend a day in Provincetown!

    What to do in a day in Provincetown

    Only have a day to spend on the outer Cape? Here’s what we recommend you do!

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  • Don't miss these places when you spend a day in Plymouth!

    What to do in a day in Plymouth

    Here are our suggestions for a day spent in the town of Plymouth.

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  • Fun ideas for your summer vacation!

    50 Things to Do on the Cape & Islands

    Fun ideas for your summer vacation

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  • Your Itinerary Guide to Barnstable!

    A Winter Day Trip in Barnstable

    Your Itinerary Guide to Barnstable

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  • We are sharing our top historic destinations to visit on your next trip to Plymouth!

    A Historical Day in Plymouth

    We're sharing some of the top historic destinations to visit on your next trip to Plymouth!

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  • There are so many great spots to visit during a day trip to Chatham. Here are some great spots for sight seeing and enjoying some delicious local food!

    A Fall Trip to Chatham

    Our favorite stops for a day trip in Chatham, MA.

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  • Don't miss these spots when you spend a day in Falmouth!

    What to do in a day in Falmouth

    Only have a day to spend in Falmouth? Here’s what we recommend you do!

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  • Don't miss these spots when you spend a day in Dennis!

    What to do in a day in Dennis

    Only have a day to spend in the Dennis area? Here’s what we recommend you do!

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  • Don't miss these places when you spend a day in Orleans!

    What to do in a day in Orleans

    Here are our suggestions for a day spent in the town of Orleans.

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  • Don't miss these spots when you spend a day in Truro!

    What to do in a day in Truro

    Only have a day to spend in Truro? Here’s what we recommend you do!

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  • Martha's Vineyard highlights for a day trip

    Martha's Vineyard Day Trip

    Located only seven miles off the Massachusetts coastline, Martha’s Vineyard is a 45-minute ferry ride from Woods Hole, a half hour from Falmouth, or an hour and a half from Hyannis.

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  • Provincetown, with its narrow streets and historic homes, offers a day trip like no other on Cape Cod. History, the arts, nature, shopping, dining and a taste of alternate lifestyles are all to be found here.

    Day Trip to Provincetown

    Provincetown, with its narrow streets and historic homes, offers a day trip like no other on the Cape. History, the arts, nature, shopping, dining and a taste of alternate lifestyles are all to be found here.

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  • Join Jennie as she returns to the tiny island of Nantucket after not having been there for years.

    Returning to Nantucket

    Join Jennie as she returns to the tiny island of Nantucket after not having been there for years.

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  • Rolling vistas, farms and animals—there is a calm beauty to Chilmark

    A Day on Martha's Vineyard

    A more pastoral part of Martha's Vineyard, Chilmark has some of the best views on the island.

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  • Here are a few quotes from people who love to Get Back to Nantucket. Why do you plan to get back?

    Get Back to Nantucket

    When asked, "Why do you Get Back?" many vacationers spoke about their love of Nantucket.

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  • If you were given 8 hours on Nantucket, where would you go? Check out our very busy, sun-filled, interesting Nantucket day. We met many of our homeowners and toured around downtown.

    Our Day on Nantucket

    Tyler and I spent the day on Nantucket visiting a few vacation rental homeowners, walking the cobblestone streets, and learning about the Island's history.

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  • If you had a full day in Chatham - where would you eat, explore, visit? Join Tyler and me on a sunny day in Chatham.

    A Day in Chatham

    Tyler and I were fortunate to spend a sunny day in Chatham a few weeks ago. Here's a recap of our day and the many beautiful places we visited.

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  • If you had one day in Orleans, where would you go? We traveled around and shopped, dined, beached, and explored my awesome home town, Orleans.

    A Day in Orleans

    We spent a full day in Orleans this spring and visited many favorite spots.

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