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9 Amazing Day Trips In New England For Couples

Day Trips In New England

There are plenty of exciting destinations for fun day trips in New England. However, can you find the perfect combination of charm and romance in the Northeast for a couple’s day trip?

Well, you are in luck! We found the best activities and destinations for couples to explore new depths of their love.

From romantic hiking trails in Boston Garden to the historic sites of Old Sturbridge Village, there is something for every couple. So, if you are looking to spend quality time together, grab your sweetheart’s hand and let’s go to New England for a day trip!

Here are the top 9 of the most memorable day trips in New England.

1) Unwind and Reconnect at Bar Habor, ME

Whether you are in a new relationship or you’ve been married for a decade, Bar Harbor in Mount Desert Island will make one of the best New England day trips.

The coastal town has breathtaking views of the Atlantic Ocean and is surrounded by Acadia National Park, a fun place for a couple that loves the outdoors. Strengthen your bond by taking a scenic ride or bike along the winding roads.

If you are art lovers, embrace creativity at the 1932 Criterion Theatre or the Abbe Museum. Here you will find plenty of history, culture, and live performances to enjoy one of the most amazing day trips in your life.

2) Indulge In Romance In Gloucester, MA

All aboard! Create a romantic adventure of a lifetime by booking a sailing tour at Gloucester, Massachusetts.

Picture you and your loved one sailing the sparkling waters of Cape Ann in the brightest summer months. You can feel the wind in your hair, salt on your skin, and the rhythmic movement of the waves during your day trip.

For an intimate expression of romance, go for the 3-hour sunset sailing cruise. She will indeed say yes during this enchanting sail. Go ahead and pop the question!

3) Getaway From The City And Head To Providence, RI

Continue your lovey-dovey getaway with one of the amazing day trips in Providence. The capital of Rhode Island is the perfect New England destination for a couple’s retreat to enjoy music, food, and culture.

There is something for every couple to enjoy in Providence, New England. Once you exhaust all the art and culinary scene, consider these top activities for an extra fun day:

  • Have a field day at Roger Williams Park Zoo

  • Take a boat trip on the Providence River

  • Check out the Rhode Island State House

4) Go For A Romantic Escape To White Mountains, NH

Grab your significant other and head out for some outdoor fun in New Hampshire.

Camping makes one of the most amazing day trips in New England. So, cuddle up with your partner as you sleep under the starry nights of the White Mountains while you enjoy a campfire.

If the New Hampshire grounds don’t appeal to your type of romance, go higher. Take a trip on Mt. Washington Cog Railway for unforgettable views of New England. It will set the perfect mood to celebrate your sweetheart’s birthday party or any other special date.

5) Discover The Magic Of Stowe, VT

As much as you may enjoy Stowe during the summer months, going during winter may be one of the most fun day trips in New England.

Get some tender, love, and care on a romantic horse-drawn sleigh through the snowy countryside or go ice skating in the village. One of the best magical experiences Stowe offers is a sunset snowmobile tour for lovers to watch a sunset over the snow-capped Green Mountains.

6) Go For A Romantic Retreat In Boston, MA

All lovebirds are heading to Boston, Massachusetts. Stroll hand-in-hand through the lush Boston Common and Public Garden, or go for a picnic as you take in nature.

For a more adventurous New England experience, get in touch with the spirit world nearby in Salem. It’s known for its rich history and witchcraft lore. This will indeed have your partner trembling in their boots.

If you and your teammate want to enjoy more New England day trips and activities in the area, you should add these activities too.

  • Explore Boston harbor islands National and State Park

  • Take in scenic views at Peter’s Hill

  • Embrace history at the Boston Tea Party Ships and Museum

7) Find Seaside Serenity In Newport, RI

Stay for the picturesque ambiance long after enjoying the flavourful coastal cuisine of Rhode Island’s south shore. Newport has a series of seafood restaurants where you can overlook the water on your romantic dinner date.

Nothing tops a dinner with your loved one than fresh lobster or classic clam chowder. Finish off your romantic evening with a moonlight stroll along the cobblestone streets.

8) Fall In Love Again In Kennebunkport, ME

Crack open the champagne for a romantic ambiance in this charming town in New England. The waterfront is enough to guarantee you a night full of snuggles in your charming bed and breakfast.

For some daytime fun, hit up the dramatic coastline or hike in the nearby woods for fresh air and stunning views. There are also funky boutiques and art galleries for the two of you to explore during your New England road trip.

9) Experience Natural Wonders In Cape Cod, MA

You can’t have one of the best New England road trips without going to Cape Cod. The Peninsula in Massachusetts is the prime example of New England’s charm.

Go for a romantic walk at the Cape Cod Rail Trail or book a whale-watching tour and watch your partner’s eyes gleam. You can also enjoy a romantic movie at the Wellfleet Drive-In Theater.

Don’t leave New England’s itinerary hanging – Instagram away your matching outfits at the beach. The cape has several beautiful beaches that will make the perfect backdrop for your lifetime memories in New England.

Explore Nauset Beach, Marconi Beach, or Herring Cove Beach and draw your initials in the sand as a declaration of love for each other. A perfect way to end one of the best day trips in New England for couples.

Discover The Best Day Trips In New England For Couples

Planning the best couple-day trips in New England is one of Artemis Sailing Charters’ specialties. Whether it’s an engagement, wedding anniversary, special date, or a simple cruise, the experts got you covered.

Bring back the romance by sailing on the coastline of New England in a private luxury yacht. Hop on the  romantic sail at sunset that lets lovebirds leave the New England day trip closer and happier than ever.

4 hours
Group Size
1 to 6

4 Hour Coastal Sailing Voyages. Sailing from 11-3 each day

We welcome you aboard ARTEMIS for a 4 hour voyage departing from and returning to beautiful Gloucester harbor. If you’ve ever heard the term” we’ll go where the wind takes us” well then you’ll begin to understand that our direction of sail or itinerary is based on the direction from which the wind is blowing. Whether it’s sailing down the coast to Marblehead or Salem, heading offshore to get away from land and search for marine life or working our way up to the magnificent twin Lighthouses of Thatchers Island, you will have much to see. Maybe you’ll want to learn a little about sailing a take a turn at the wheel! It seems that we’re often hungry at sea and you’ll love our yummy and healthy sandwich wraps served on deck. We will provide still and carbonated water but feel free to bring some beverage of your choice to stock in the ice chest.

6 Reviews verify
3 hours
Group Size
1 to 6

3 hour Sunset Sailing Cruise. Sailing from 4-7 each day.

Watching the reds, oranges, and yellows of the sky as the sun sets over Gloucester Harbor is a spectacular sight.
Do you know what elevates the amazing sight of a sunset even more?
A sunset cruise!
Sunset cruises offer a fun and satisfying experience of being on a boat during the intriguing and dramatic sunset hours.
But what exactly are sunset cruises? Read on to find out all you need to know about taking a cruise at sunset and if it’s right for you!
Why Take a Sunset Cruise?
Taking a cruise at sunset is the perfect way to see the take in the bold colors, see the view of the shore from the water and make some fantastic memories. Here are some reasons you should definitely take a sunset cruise.
Positive Vibes
Sunset cruises are all about positive energy—laughter, smiles, relaxation, and entertainment. It’s nearly impossible to experience a sunset cruise and leave feeling anything less than completely satisfied. You might feel a little sad, but it’s only when the cruise is over lol!
Great Vacation Experience
Taking a cruise at sunset is one of the great opportunities of being on vacation. It’s a great way to see the nearby coastline from the water and learn more about the place you are visiting.
For an extra special outing, book a cruise at sunset on the day you arrive or the day you depart—the memories will certainly be extraordinary!
Celebrate Events
What better way is there to celebrate a special event or occasion that to plan a cruise at sunset? Being on the water, taking in the scenery, and watching the sky’s vibrant colors is a great way to emphasize the festive feel of the day!
For Inspiration
A boat cruise, especially a sunset cruise, is a great moment to reflect on life. It makes you feel positive, grateful and inspired, and open to all the other wonderful experiences life has to offer.
What Occasions Can You Celebrate on Sunset Cruises?
There is no limit to the reasons to take a sunset cruise. Here are some of the occasions, events, and special days you can celebrate with a sunset cruise.
Date Night
Of all the romantic date ideas, taking your beloved on an enchanting sunset cruise will win every time! To be on the water is a great way to spend an evening date, and pair that with the ultimate romantic sunset, and it’s guaranteed to be a date you’ll remember forever. Want to pop the question—consider a sunset cruise.
Trying to find an experience that will add some pizazz to a loved one’s birthday celebration? Look no further than a sunset cruise. The magical orange and red-tinged sky is the perfect backdrop for a magical and unforgettable birthday.
What better way to celebrate your retirement than to book a cruise that will take you off into the sunset! It’s a great way to say goodbye to one phase of your life and onto the next.
Work Celebrations
Maybe you got a big promotion, saying goodbye to a colleague, or need to do something fun to celebrate the completion of a big, successful project. When nothing short of extraordinary will do, a sunset cruise just might be the answer!
Romantic Evening for Two
Having a drink and delicious appetizers on a cruise while watching the sun set below the horizon is nothing short of magical. It’s the perfect place for a combination of great food, good company, and one of nature’s greatest shows.
Nature Exploration
Our waters are full of vibrant marine life and the dusk hours can be the perfect time to see them in action. Watch the egrets returning to their nests on Ten Pound Island and see the fish taking their last jumps before the sun fully sets.

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3 hours
Group Size
1 to 6

Restorative Retreat on the Water June 23, 2023. 11am-2pm

This unique 3 hr retreat combines guided restorative yoga with some relaxing sailing aboard Artemis. Lunch is included.