Top Adventures in Portland

  • Kayak Casco Bay

    This kayaking adventure begins at East End Beach at the Eastern Promenade in Portland. There is an easy boat launch zone if you have your own sea kayaks, but if you need to rent, Portland Paddle is right at the launch zone! It is $45 for 2 hours w...

    4 miles

  • Visit the Portland Breakwater Lighthouse (Bug Light)

    Built in 1855, (also known as 'Bug Light') the lighthouse was used as a breakwater to the bustling harbor of Portland during the booming shipbuilding era during the World Wars. The small size of the the breakwater eventually led to the lighthouse ...

  • Explore Spring Point Lighthouse

    Being a less popular lighthouse out of the many in the greater Portland area, parking is easy and crowds are limited. Parking at Fort Prebble is ideal for a short walk to the lighthouse. Completed in 1897, off the shoreline of Fort Prebble, Spring...

    1 miles 39 ft gain

  • Hike Peaks Island

    Peaks Island is the closest of the Casco Bay Islands to Portland, ME. It is a residential island that fills up with tourists in the summertime. If you visit the Peaks mid-spring, you can count on fairly decent weather and fewer crowds. There is a ...

    2 miles

  • Hike to Jewell Falls

    Fore River Sanctuary is 85 acres in the heart of Portland right off of Congress Street. It is a unique place where the river meets the ocean and creates a marshland landscape, which provides a plethora of opportunities to see wildlife (especially ...

    2 miles 300 ft gain

  • Photograph Portland Head Light

    Portland Head Light is one of Maine's most iconic and picturesque lighthouses that offers stunning views year round. Located just about 15 minutes outside of Portland, Maine, it's the perfect place to go to watch an early winter sunset and enjoy s...

    0.5 miles

  • Hike around Cape Elizabeth's Dyer Cove

    If you venture to Cape Elizabeth, you may be lucky enough to see it in the dense fog that I was able to.You'll take a windy road near Portland, Maine surrounded by cute, quaint homes on either side down to the rocky coastline. Park in the designat...

    1 miles

  • Photograph Sunrise at the Old Orchard Beach Pier

    Few things create a more dramatic scene for a sunrise than a pier spanning out into the water, and the one in Old Orchard Beach is pretty iconic. Normally the area is pretty packed, and it can be tough to find a parking spot (especially in the sum...

  • Sport Clays in Freeport

    Try shooting a gun with L.L. Bean's Discovery Sporting Clay course. You can book courses in the morning or afternoon and will meet at a specified location (the range) where you will meet with the guide and other participants. You will be introduce...

  • Snowshoe the Northern Loop Trail at Bradbury Mountain

    Bradbury mountain has ample parking and multiple trails that lead around the mountain and up to the summit.  We took the Northern Loop, which is the longest trail up the small mountain. It is a gradual incline of 407 ft over 1.0 mile. It is a perf...

    2 miles 407 ft gain

  • Cross Country Ski the Trails at Harris Farm

    Harris Farm is a great place for beginner cross country skiing or to hone in on already developed skills. They provide rentals ($15pp) and the network of trails is several miles long. The trails range from green (easy) to red/black (more difficult...

  • Hike the Bridle Path through the Madelyn Marx Preserve

    After crossing the Mousam River on Western Ave, see signs and gravel pull-off areas for parking at the Bridle Path trailhead. The Madelyn Marx Preserve is a greater part of the Kennebunk Land Trust home to many preserves in the area (So look for K...

    1.5 miles 0 ft gain

  • Nearby camping, hotels, and more

    • South Portland, Maine

      Newer South Portland Cottage, 10 Min To Downtown, 30 Day Rentals

      • TurnKey photo-verifies this home is professionally cleaned with products approved by the EPA for use against COVID-19. •This new 1BR South Portland cottage is perfect for a couple but offers plen...

      From $168/night

    • Windham, Maine

      Waterfront Home On Highland Lake Beach & Kayaks

      • TurnKey photo-verifies this home is professionally cleaned with products approved by the EPA for use against COVID-19. •Set on pristine Highland Lake, this newly renovated 3BR/2BA Colonial featur...

      From $138/night

    • Scarborough, Maine

      Immaculate Beachfront Retreat W/ Chef’s Kitchen

      • TurnKey photo-verifies this home is professionally cleaned with products approved by the EPA for use against COVID-19. •Beachfront luxury is yours at this immaculate 5BR all-suite home, replete w...

      From $1,120/night

    • Old Orchard Beach, Maine

      Cottage W/ Porch, Pond View

      • TurnKey photo-verifies this home is professionally cleaned with products approved by the EPA for use against COVID-19. •Enjoy quiet seaside living at this newly renovated 1BR, 1 BA cottage just a...

      From $122/night

    • Old Orchard Beach, Maine

      Spacious Townhome Near Golf, Beach & Pier

      • TurnKey photo-verifies this home is professionally cleaned with products approved by the EPA for use against COVID-19. •Near the Dunegrass Golf Course and Old Orchard Beach Pier, this brand-new t...

      From $150/night

    • Old Orchard Beach, Maine

      Updated Home Near Downtown, 10 Minute Walk To Beach

      • TurnKey photo-verifies this home is professionally cleaned with products approved by the EPA for use against COVID-19. •Conveniently located less than 1 mile from the beach in the heart of Old Or...

      From $145/night

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