How to Plan One of the Most Romantic Getaways in Maine

Romantic getaways in Maine are easy to come by with such beautiful landscapes to enjoy with your loved one. Explore rocky coastlines, stroll through ancient forests, watch the picturesque windjammers, venture to coastal villages, and awe at the beautiful sunsets. Discover for yourself the beauty and a sense of serenity that is unique to New England. 

Deer Isle is a hidden gem along the Maine coast, with a small-town feeling and peaceful scenery that you can’t quite catch anywhere else. Plan the perfect date night at a charming restaurant or embark on an outdoor adventure. Our thoughtful Vacation Guide can help you plan a memorable experience in Downeast with the love of your life.

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Everything You Need to Know About Romantic Getaways in Maine

  • Where To Eat

    • Aragosta Restaurant

For a truly unique dining experience, make a reservation at the Aragosta Restaurant in Stonington. Splurge on a fresh seafood dinner. Indulge in entrees ranging from ceviche, smoked lobster summer corn soup, and squash blossom tagliatelle. Share a bottle of wine and toast to the time you’ve spent together in love.

    • Pilgrim’s Inn

Indulge in our delicious breakfast each morning of your stay. Breakfast options offer an array of choices from fresh fruit to housemade blueberry pancakes or a decadent Vermont cheddar cheese and apple omelet.  

  • What To Do

    • The Picnic Package

The Picnic Package offers couples a chance to take a prepared picnic lunch along for a hike through an enchanting Maine coastal forest. Enjoy the scent of evergreen and salt air mingling around a secluded beach on Penobscot Bay. 

Share an intimate moment dining with the love of your life on the sand. Relax on the beach, in the woods, or even enjoy on the go with this delicious picnic provided by the Inn in a special picnic backpack. The Picnic Package is a great idea for a sailing or kayaking trip with your sweetheart as well!

    • Maine Kayaking Adventure Package

If you’re more of an adventurous couple, try the Maine Kayaking Adventure Package, which is available from mid-June to mid-September. This romantic package for two includes a delicious gourmet breakfast each morning at Pilgrim’s Inn, a half-day kayaking trip, and an hour massage for two. 

You will experience some of the best kayaking on the Maine coast with over 60 islands within a two-hour paddle. Spend a half-day exploring the islands of the Stonington Archipelago with Old Quarry Ocean Adventures, and then let our certified massage therapist ease your tense muscles with a Swedish, deep tissue, or trigger point massage.

Where To Stay

room 6 pilgrim's innPilgrim’s Inn is an excellent choice when planning where to stay during one of your romantic getaways in Maine. Stay near all the best things to do in Downeast. Our quaint and charming bed and breakfast offers rejuvenating, comfortable lodging and friendly owners who will help you plan the perfect itinerary for your stay. 

Along with deluxe Bee Kind bath products, a stocked library, and Adirondack chairs along the water, other amenities include luxurious linens and a complimentary Colonial charm. Room 6 is perfect for couples! Peer out through the windows for breathtaking views of the property. You’ll never want to leave.