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September is a very busy time in Portland, we recommend securing your lodging ASAP. See "Travel" tab for more information.
September is a very busy time in Portland, we recommend securing your lodging ASAP. See "Travel" tab for more information.
September 17, 2022
Portland, ME

Carrie & Gabe

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    Things to Do

Things to Do

There is so much to do in Portland, here are some of our favorite places to eat, drink, and explore (listed in that order on this page).

Scales

68 Commercial Street, Portland, ME 04101
, (207) 805-0444

One of our favorite places to bring visitors! Waterfront restaurant known for local seafood, raw bar, wine & New England comfort classics. Reservations recommended.

Fore Street Restaurant

288 Fore Street, Portland, ME 04101
, (207) 775-2717

The first restaurant Gabe took Carrie to during her first visit to Portland in 2015! One of the best restaurants in Portland. Definitely make a reservation far in advance.

Terlingua

40 Washington Avenue, Portland, ME 04101
, (207) 956-7573

Not what you would expect for a Portland restaurant rec, but it's another one of our favorites! Tex-Mex BBQ with great cocktails. Fun outdoor seating. Bonus: right across the street from Oxbow, where the welcome drinks are!

Eventide Oyster Co.

86 Middle Street, Portland, ME 04101
, (207) 774-8538

A must for lunch or dinner! Go early, the wait can be hours long in the summer months, especially weekend days. Known for their Brown Butter Lobster Roll.

ViA VECCHiA

10 Dana Street, Portland, ME 04101
, (207) 407-7070

Lively modern Italian restaurant with an awesome cocktail program. Indoor and outdoor seating, reservations recommended. Fun fact: we signed the deed for our house in this building!

Central Provisions

414 Fore Street, Portland, ME 04101
, (207) 805-1085

Seasonally inspired small plates and craft cocktails. Reservations are a must, unless you're willing to wait it out in the walk-in only bar downstairs.

The Highroller Lobster Co.

104 Exchange Street, Portland, ME 04101
, (207) 536-1623

Fun creative spin on lobster rolls. Great for lunch or dinner! Walk-ins only, so go early or be prepared to wait!

Chaval

58 Pine Street, Portland, ME 04102
, (207) 772-1110

One of Carrie & Gabe's favorite restaurants in their neighborhood! Spanish and French inspired cuisine. They take reservations for both their indoor and outdoor seating. Great spot for a quieter meal away from the Old Port.

Rising Tide Brewing Company

103 Fox Street, Portland, ME 04101
, (207) 370-2337

Fun fact: our wedding reception caterer also has a food truck and sets up shop here most days!

Après

148 Anderson Street, Portland, ME 04101
, (207) 613-8231

Calling all GF folks! Local "seltzery" in an old airplane hangar with canned and draft seltzer, plus ciders and beers. Small food menu, and indoor and outdoor seating. Great vibes. Bonus: they have candy jars in the restrooms!

Austin Street Brewery

115 Fox Street, Portland, ME 04101
, (207) 358-0492

Gabe's favorite brewery in Portland! Make sure to get the Patina pale ale.

Allagash Brewing Company

50 Industrial Way, Portland, ME 04103
, (207) 878-5385

If you have extra time and want to venture outside of the peninsula for a quintessential Maine experience: head to the Allagash Brewery for a tour and a lobster roll from Bite into Maine!

Blyth & Burrows

26 Exchange Street, Portland, ME 04101
, (207) 466-2920

Speakeasy cocktail bar right on Exchange Street in the Old Port. Small outdoor seating area. Most of the fun is pushing through the bookcase to get to the back bar area!

The Portland Hunt & Alpine Club

75 Market Street, Portland, ME 04101
, (207) 747-4754

Great spot for a nice cocktail in the heart of the Old Port.

Maine Craft Distilling

123 Washington Avenue, Portland, ME 04101
, (207) 209-0362

Brewery scene not for you? Head to this fun distillery for great drinks and hospitality. Stop for oysters next door at The Shop on your way out!

Tomaso's Canteen

18 Hampshire Street, Portland, ME 04101
, (207) 536-1285

One of our favorite watering holes. Don't skip the jello shots. Or the Buffalo Mac & Cheese. You're welcome.

Portland Zoo

41 Fox Street, Portland, ME 04101
, (207) 536-0166

Another great dive. Important: NOT an actual zoo!

Ruski's

212 Danforth Street, Portland, ME 04102
, (207) 774-7604

Carrie & Gabe's neighborhood dive! Off the beaten path from the rest of the suggestions, but worth it!

Willard Beach

South Portland, ME 04106

Small-ish beach close to Portland (10-15 minute drive). Sonny's favorite place!

Mackworth Island

Falmouth, ME 04105

5 minute drive to this island trail from Portland! 1.5 mile flat loop with beautiful views of Portland and Casco Bay.

Two Lights State Park

7 Tower Drive, Cape Elizabeth, ME 04107
, (207) 799-5871

Our favorite State Park near Portland! Rocky coastline and short walking paths. Worth it for the views! Get a lobster roll at The Lobster Shack nearby right after.

Portland Head Light

12 Captain Strout Circle, Cape Elizabeth, ME 04107
, (207) 799-2661

History buffs and sightseers, highly recommend Fort Williams Park/Portland Head Light in Cape Elizabeth. True New England postcard photo ops await. Grab a lobster roll from the Bite into Maine food truck after exploring this state park.

Peaks Island

Portland, ME

Looking for a daytime activity? Take the Casco Bay Ferry to Peaks Island (15 minutes). Get lunch at Cockeyed Gull, a lobster roll and a bloody at Island Lobster Co, or just walk around and explore this quirky island. If you're really feeling adventurous, rent a golf cart to drive around and take in all the views! Fun fact: Carrie & Gabe took their parents to Peaks Island when the parents first met each other!

Eastern Promenade

Eastern Promenade, Portland, ME 04101

Eastern Promenade/Rail Trail/East End beach is a huge waterfront park with a playground, tennis courts, food trucks, a small beach, and miles of walking paths with views of Casco Bay. Stop in Hilltop Cafe or Belleville for a coffee and a pastry to fuel up for your walk. Fun fact: Carrie & Gabe lived 2 blocks from the Promenade on Vesper Street for their first year in Portland! Many sunset picnics have occurred on the Prom!