Nick & Amy Penna’s Guide to Portland, Maine!

July 10, 2015

It’s no secret that our favorite getaway is the quick drive north to our vacation home in Ogunquit, Maine. While we have many favorite spots in Maine, we can’t resist the laid back, hipster vibe in Portland. The streets are lined with amazing restaurants, cute boutiques and friendly locals, making it a must-visit Maine destination!



HIS: Scratch Baking Co., the fresh bagels are out of this world.

HERS: Standard Baking Co., they have the best croissant I’ve ever had outside of the left bank!



HIS: Higgins beach is a beautiful beach break and when it’s going off the waves can be well over head, making it one of my favorite surf spots.

HERS: Take a 20 minute ferry ride to Peak’s Island. You can rent a bike when you get there and bike to perfect little coves. It’s so Maine and easy to do in a couple of hours.



HIS: El Rayo for some authentic homemade Mexican.

HERS: Bao Bao Dumpling House – the entire menu is amazing!


BOTH: Winslow Homer Studio for a guided tour of a beautiful historic home and studio.

 Date Night Dinner


HIS: Central Provisions for creative small plates and cocktails in a beautifully restored building.

HERS: Eventide Oyster Co. This spot is very hard to get into but it’s absolutely worth the wait. You have to order the salad. I never recommend ordering salads but trust me, this is a must! Also the halibut tartar and brown butter lobster roll.

 Family Spot


HIS: Salvage BBQ for their fun casual atmosphere and out of this world BBQ!

HERS: We love the thick crust pies at Slab Pizza and the gorgeous patio.

 After Dinner


HIS: Portland Hunt and Alpine Club for a perfectly crafted cocktail.

HERS: Stopping at Mount Desert Ice Cream is a must! Their artisanal ice cream is made with Maine milk and cream and comes in so many delicious and unique flavors.



HIS: David Wood Clothiers for perfectly tailored clothing. Portland Dry Goods for the Rancourt Moccasin which is handmade in Maine and Maine Surfers Union for all your surfing needs.

HERS: Company C which carries Portland-native Alaina Marie Bait Clutches, which are made from lobstermen’s bait bags. Portland Dry Goods for many mainstream brands but also local designers…my favorite item they carry is the Waltzing Matilda Greek Sandal. I love K Colette, it’s the perfect home store with wonderful accessories. I also love Holly Stone for their unique clothing and accessories.



HIS: Press Hotel, a newly built hotel in the old port neighborhood in the old Portland Press Herald building.

HERS: Inn by the Sea, it’s a 20 minute drive from Portland but worth every minute.



HIS:  For daytime, Rag & Bone Standard Issue Shorts, Saturday’s Surf Shop T-Shirt, Rainbow flip flops, Rip Curl trucker hat.  For Evening, APC New Standard Jeans,  J.Crew Short Sleeve shirt in end-on-end cotton-linen, Rancourt Moccasin.

HERS: For daytime, Theory Jiyan Jumpsuit in navy, Madeweel Sightseer Lace-Up Sandal in desert camel. For evening, Muche Et Muchette Esmeralda Off The Shoulder Lace Dress in black from Portobello Road in Chestnut Hill, Rag & Bone Wyatt Sandal in Nude and the  Clare V foldover clutch from Steven Alan.

 Ride Home

HIS & HERS: We always stop for donuts before our ride back at Holy Donuts – yum!



Image Sources: Scratch Baking Co, Standard Baking Co, Surf Forecast, Seacoast NH, El RayoEater Maine, Eater Maine, Bon Appetit, Salvage BBQ, CNTraveler, Old Port, We All Scream For Ice Cream, Ecosalon, The Press Hotel, 10 Best, GQ, Maine Surfers Union,

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