The 10 Most Romantic Activities in Portland and Southern Maine

Why wait for Valentine's Day?

Head Light, Portland, Maine
Carol M. Highsmith/Buyenlarge/Getty Images

Want to plan a romantic date or celebration in Maine? Here's your guide to some of the best things a twosome can do together in Portland, in the mountains, and along the southern Maine coast.

  • 01 of 10

    Maine has a surprising number of unforgettable restaurants. One of the finest is the Grace White Barn Inn in Kennebunkport. Spend a romantic night at the inn or enjoy an elegant dinner in the restaurant, which was described in Boston Magazine as being "achingly romantic."

  • 02 of 10
    Grey Havens Inn
    Courtesy of Grey Havens Inn

    Maine has many romantic inns tucked away along the coast, in the mountains, or in quaint villages. One of the most romantic, and a favorite Maine wedding site, is the turreted Grey Havens Inn in Georgetown, an island accessible by a bridge near Bath. The view of spruce-covered islands and open bay from the wide wraparound porch and some of the rooms is unsurpassed.

  • 03 of 10
    Popham Beach Maine
    Chris Bennett/Getty Images

    Three miles of fine sandy beach, soft lapping waves or crashing surf, island lighthouses just offshore, and a historic fort on the banks of the Kennebec River all create an aura of romance at Popham Beach at the end of the Phippsburg peninsula near Bath. Popular for swimming in warmer weather, the beach is also a great place for a winter walk.

  • 04 of 10
    Ogunquit Beach from Marginal Way in Ogunquit, Maine
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    Marginal Way, a one-mile-long footpath that meanders along the rocky shore of Ogunquit, Maine, offers the romance of crashing surf and scenic views of the white sands of Ogunquit Beach. The wind can be brisk in cooler weather, so bundle up.

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  • 05 of 10
    Head Light, Portland, Maine
    Carol M. Highsmith/Buyenlarge/Getty Images

    What is it about lighthouses that draw people? Portland Head Light is one of the most photographed lighthouses in the U.S. and is a favorite spot for lovers. Walk the grounds and watch the roaring surf at high tide. Check out some other​ Portland Lighthouses as well.

  • 06 of 10
    Sunrise on Fort Gorges in Portland Harbor, Maine.
    Mark Marchesi / Getty Images

    Walk hand-in-hand along the footpath at the Eastern Prom, with views of Fort Gorges and the islands of Casco Bay. Stop to sit on the rocks and watch the boats come and go in Portland Harbor.

  • 07 of 10

    The Old Port

    Fresh fish shop in Old Port district
    Peter Ptschelinzew / Getty Images

    The Old Port is a delightful place for couples to explore. The cobbled streets, restored Victorian buildings, boutiques, art galleries, and brewpubs along Portland's waterfront create a warm and inviting atmosphere.

  • 08 of 10

    Schooner Cruise

    Take a two-hour sailing trip along Kennebunkport's scenic coastline aboard the schooner Eleanor, and enjoy relaxation at its best. Bring a picnic lunch or your favorite beverage and snacks.

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  • 09 of 10
    Skiing at Sunday River ski resort in Bethel, ME
    David McLain / Getty Images

    Even if you don't ski, you'll find a weekend up north at Sunday River to be a romantic interlude. Winter activities for couples include ice skating and snow tubing, side-by-side ziplines, fireworks, bonfires, live music and special events. Enjoy dinner at one of the on-mountain restaurants or in nearby Bethel. Check out some other options for​ Romantic Ski Hotels as well. 

  • 10 of 10

    Enjoy a romantic evening of music by the Portland Symphony Orchestra, a popular music concert or a Broadway show at Merrill Auditorium, followed by a quiet dinner at one of Portland's fine eating establishments.