Last updated: 2025-03-21
Portland’s laid-back vibe sets the perfect stage for an epic bachelor party. From hopping aboard the historic Maine Narrow Gauge Railroad to sampling craft brews at Portland Beer Hub, the city’s mix of maritime charm and local flavors creates unforgettable celebrations.
Take the crew on a classic Maine Windjammer cruise along Casco Bay, feast on fresh lobster rolls at Cape Elizabeth’s Bite Into Maine, or hit the classic boardwalk scene at Old Orchard Beach for some coastal revelry.
Dive into this wicked good Portland party guide!
Featured Bachelor Party Ideas in Portland
- Maine Windjammer Cruise
- Portland Beer Hub Tasting
- Bite Into Maine Lobster Rolls (Cape Elizabeth)
- Old Orchard Beach Day (Old Orchard Beach)
- Maine Narrow Gauge Railroad
Portland Nightlife Adventures
Portland Beer Hub Tasting
What to Expect
Rotating craft beer taps and local brews retail
Description
Portland Beer Hub offers a curated selection of Maine's finest craft beverages, featuring 14 rotating taps and over 30 canned options. Guests can enjoy a cozy bar atmosphere, complimentary hard-boiled eggs, and a variety of snacks and pizzas. As the home of Maine Brews Cruise, it provides a unique setting for exploring local brews and is an ideal spot for groups looking to immerse themselves in Portland's craft beer culture. Features a retail space with over 100 cans and bottles to go.
Where: Portland | More Info: Portland Beer Hub Tasting
Outdoor Activities in Portland
Maine Windjammer Cruise
What to Expect
Historic Schooner Sailing
Description
The Maine Windjammer Cruise offers a unique sailing experience aboard historic schooners in Casco Bay. Guests can enjoy the rugged Maine coastline, spot lighthouses, seals, and seabirds, and participate in sailing activities. The cruise allows passengers to bring their own food and drinks, creating a relaxed atmosphere ideal for group celebrations. With its hands-on sailing opportunities and scenic views, this cruise provides a memorable experience for bachelor parties.
Where: Portland | More Info: Maine Windjammer Cruise
Old Orchard Beach Day (Old Orchard Beach)
What to Expect
Historic Beachfront Pier
Description
Old Orchard Beach offers a vibrant blend of outdoor activities and entertainment. The beach itself stretches for 7 miles, providing ample space for relaxation or water sports like surfing and paddleboarding. The historic Old Orchard Beach Pier features dining, nightlife, and shopping options. Nearby attractions include Palace Playland, an oceanfront amusement park, and the Eastern Trail for hiking and biking. It's an ideal setting for a bachelor party with its mix of adventure, relaxation, and lively entertainment. Features a variety of activities from beach volleyball to arcade games.
Where: Old Orchard Beach | More Info: Old Orchard Beach Day
Portland Cultural and Culinary Tours
Bite Into Maine Lobster Rolls (Cape Elizabeth)
What to Expect
Variety of lobster roll flavors
Description
Bite Into Maine offers a variety of lobster rolls, including Maine-style with chilled lobster and Connecticut-style with warm lobster drizzled in butter. They also feature unique flavors like curry and wasabi. Located near Portland Head Light, this spot is ideal for a casual, high-quality dining experience during a bachelor party, offering a taste of Maine's coastal charm.
Where: Cape Elizabeth | More Info: Bite Into Maine Lobster Rolls
Other Portland Ideas
Maine Narrow Gauge Railroad
What to Expect
Historic Narrow Gauge Train Rides
Description
Maine Narrow Gauge Railroad offers a scenic, family-friendly train ride along Casco Bay, providing views of Portland's waterfront and insights into Maine's railroading history. The railroad features historic steam and diesel locomotives and restored coaches. It's an ideal setting for a unique bachelor party experience, offering private train charters and educational visits.
Where: Portland | More Info: Maine Narrow Gauge Railroad
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