The trip after the wedding
A friendsmoon in Portland, ME
1 place here can put the whole group under one roof.
The trip you take with your friends right after the wedding — instead of the honeymoon, or before it.
Where the group sleeps
- Old Port Vacation Rental$400–$1,500 / night
Renovated brick warehouse apartments and Victorian flats in the Old Port put the whole neighborhood at walking distance — the most immersive way to experience Portland.
Sleeps 12
What you do
- Casco Bay Sunset Cruise
Private charter through Casco Bay past the Calendar Islands with chilled Maine sparkling wine and a sunset that turns the harbor pink and gold without effort.
- Maine Spirits Distillery Tour
Portland's New England Distilling and Maine Craft Distilling offer guided tours of their production facilities followed by tasting flights of whiskey, rum, and gin.
- Portland Food Tour
A guided walk through the Old Port and Arts District hitting eight stops — oysters, lobster, chowder, artisan cheese, craft beer — with context from a guide who knows every kitchen.
- Morning Yoga at East End Beach
Harbor-facing yoga on the East End with Casco Bay as the backdrop — a genuinely beautiful and unhurried way to start a Portland morning before hitting Duckfat.
- Pottery Class at Portland Pottery
Portland Pottery has offered open studio and private class sessions for decades — the instructors are working ceramicists and the results are surprisingly good for first-timers.
- Peaks Island Day Trip
A 20-minute Casco Bay Lines ferry to Peaks Island — rent bikes, find the rocky shore, eat at the Inn on Peaks Island, and return feeling like you discovered something private.
Where you eat
- Eventide Oyster Co.
The oyster bar that put Portland on the national food map — a rotating selection of New England bivalves and a brown butter lobster roll that has no legitimate competitors.
- Fore Street
Sam Hayward's landmark wood-fire kitchen has been the standard-bearer of Maine coastal cuisine since 1996 — the rotating menu follows the season with total fidelity.
- Duckfat
Portland's legendary sandwich and fry shop — duck-fat-fried potatoes, house-made sodas, and panini that justify the line extending down Middle Street on weekend mornings.
- Scales
The fish house at the working Portland waterfront with an exceptional whole-fish program, a raw bar overseen with serious attention, and views of the harbor.
- Bresca
Intimate Portland tasting menu restaurant with a changing weekly menu and the quality of focus that earns Wine Spectator attention in a 30-seat room.
- The Holy Donut
Potato-based donuts in wild flavors -- a Portland morning tradition
Still deciding?
How Portland stacks up against the other places in the Northeast.
- Portland or New York?
- Portland or Newport?
- Portland or Niagara Falls?
- Portland or North Conway?
- Portland or Ocean City?
- Portland or Philadelphia?
- Portland or Pittsburgh?
- Portland or Poconos?
- Portland or Portsmouth?
- Portland or Providence?
- Portland or Provincetown?
- Portland or Rehoboth Beach?
- Portland or Salem?
- Portland or Saratoga Springs?
- Portland or Stowe?
- Portland or The Hamptons?