Things To Do
Portland Head Light
The most photographed lighthouse in America! Portland Head Light is situated within Fort Williams - great walking paths, pickleball courts, and the best lobster roll in Maine - from "Bite into Maine".
Bite into Maine - Fort Williams
The best lobster roll and view of Portland Head Light in town! Get it hot with butter -- trust us!
Eastern Promenade Trail
You can rent bikes from Portland EnCYLCEpedia and ride the pathed trail or rent kayaks from Portland Paddle and go off East End Beach!
Two Lights State Park
Beautiful views and shoreline walking trails! The Lobster Shack is also situated right in the midst - in case the walk makes you crave a lobster roll and fries.
Crescent Beach State Park
This is where Tommy lifeguarded in high school (shoutout Cape Elizabeth HS)! Parking is usually $6-8, but well worth it for this fabulous beach.
Higgins Beach
Where we got engaged! If you are planning a beach day here, our suggestion is to look at the tide report (high tide can cover the entire beach) and be willing to fight for parking! $20/day parking in the parking lot and $5/hour at the meters.
Pickleball Courts - Munjoy Hill
Bring your paddles and pickleballs - these courts have an incredible view of the water and you can grab a bite to eat from the local food trucks that are parked nearby.
Old Port Shopping
So much fun shopping to do in the Old Port! A few of our favorites: Blanche + Mimi, Folly 101, LeRoux, & Sherman's Book Shop.
Bard Coffee
A Bard espresso will really get you jazzed up for the weekend!
Coffee Me Up
Double shot cappuccino - a must!
Standard Baking Co.
Best items from Standard: Pecan Browned Butter Chocolate Chip Cookie or the Financier Treat - both to die for!
Kettle Cove Ice Cream Shack
Do yourself a favor and get the Blueberry Pie - you will not be disappointed! You can also take your ice cream and go explore Kettle Cove - a small, sandy beach with pretty views.
Street & Co
Our favorite restaurant in Maine - where we celebrated our engagement! Best scallops & mussels in town. Be sure to book reservations two months in advance, as it gets booked right away in the summer!
Scales
Amazing restaurant - on the water, and you can see the kitchen cook while you eat. A joyful experience! Be sure to book reservations two months in advance, as it gets booked right away in the summer!
Fore Street Restaurant
Cozy, lively atmosphere with flavorful dishes. Be sure to book reservations two months in advance, as it gets booked right away in the summer!
Harbor Fish Market
A cool look at the authentic seafood industry in Maine!
Luke's Lobster Portland Pier
Grab a beer on the upstairs deck and enjoy the Casco Bay views!
Eventide Oyster Co.
A Portland favorite! Great oysters and vibes!
Austin Street Brewery
Maine has a bustling brewery scene - this is a favorite, along with: Allagash, Bissell Brothers, and Rising Tide.
