Maine Bachelorette
Party Activities

Only in Portland

World-Class Dining on the Water — Chaval & The Ugly Duckling

Ilma Lopez and Damian Sansonetti are Portland food royalty. Between them they hold multiple James Beard Award nominations, including Best Chef: Northeast and Outstanding Pastry Chef. Their restaurants, Chaval and The Ugly Duckling, are among the most celebrated in New England.

Catering from their kitchens is available on every charter — from Chaval tapas and a buttery brioche lobster roll to handcrafted croissants and pastries. Add it during booking.

Available on: Every private charter — select during booking

Active

Sunrise Kayaking on Casco Bay

Guided sunrise kayak tours launch from the Eastern Promenade with views of the harbor, the islands, and the open ocean catching early light. An incredible way to start the day before the main celebration.

Classic Maine

Traditional Maine Lobster Bake

A true Maine lobster bake — whole lobsters, clams, corn, and potatoes cooked over a wood fire on the beach. Catered options are available for private groups and make for an unforgettable bachelorette dinner you'd never have anywhere else.

Relaxation

Spa Day in Portland

Portland's boutique spa scene is legitimate. Nine Stones Spa on Fore Street offers a full range of treatments plus saunas — right in the Old Port. For a hotel spa experience, The Spa at the Portland Regency has jacuzzis, Vichy showers, steam rooms, and massages. Book ahead for both.

Scenic

Portland Head Light & Fort Williams Park

A 20-minute drive from the Old Port, Fort Williams Park in Cape Elizabeth is home to Portland Head Light — the most photographed lighthouse in the world, commissioned by George Washington. Wave-lashed rocky shores, sweeping Atlantic views, and a great group photo spot before heading back for the boat cruise.

Bar Crawl

Old Port Bar Crawl

The Old Port is the perfect bar crawl neighborhood — compact, walkable, and packed with great spots. Start at Blyth & Burrows for cocktails and a moody basement parlor, then Portland Hunt & Alpine, Novare Res for craft beer and charcuterie.

Day Trip

Ferry to Peaks Island

A 15-minute ferry ride from the Old Port puts you on Peaks Island — a small community of 800 people with beaches, bike rentals, and a view of Portland that's genuinely stunning. Great Sunday morning activity before heading home.

Chill

Arcadia National Bar

A bar with a rotating selection of pinball machines, classic arcade games, and board games in the Old Port. Arcadia is the low-key alternative to a full night out — great for a warm-up before dinner or a recovery evening.

Brunch

Bachelorette Brunch in Portland

Portland does brunch right. Tandem Coffee & Bakery is one of the most celebrated coffee shops in New England — get there early, the line is real. For a diner experience, Becky's Diner on Commercial Street is a Portland institution. Either one is a perfect recovery morning before heading home.

Best Views

Rooftop Cocktails at Top of the East

The rooftop lounge at the Westin Portland Harborview has panoramic views of Casco Bay and the Portland skyline. Craft cocktails, small plates, and the best vantage point in the city — a perfect pre-dinner stop on Saturday night.

Only in Portland

Oysters at Eventide

A true Portland rite of passage. Eventide Oyster Co. on Middle Street is a James Beard Award-winning oyster bar with rotating local oysters, brown butter lobster rolls, and a buzzy atmosphere. One of the best meals you'll have anywhere in New England.

Wellness

Private Yoga with Portland Yoga Project

Portland Yoga Project offers private group yoga and barre classes — in-studio or live-stream — custom-booked for your bachelorette party. A calm Friday morning session before the weekend kicks into gear is the move.

Scenic

Eastern Promenade Picnic

The Eastern Promenade is Portland's most scenic waterfront park — sweeping views of Casco Bay, walking paths, and a great lawn perfect for a group picnic. Grab takeout from LB Kitchen on India Street and spread out on the Prom. One of those only-in-Portland afternoons.