Portland, Maine in the Fall.

With an old Jetblue Credit, a desire to see more of America and a flash flight Sale a trip to Portland, Maine was booked over the Summer.

Until the week prior, I hadn’t researched Maine and was ready to wing this trip. Luckily, Portland is small, accessible, and an easy place to travel. It’s the perfect trip for anyone who doesn’t have time to preplan a detailed trip. It’s an easy city to navigate, where you’re spoilt for choice of food, and my favorite moments were walking/exploring the streets in search of coffee shops.

I also received a few lists from friends of their Maine hotspots, which set me in the right direction. If you’re considering a trip to Maine - I caught the very last weekend of the peak foliage and it was stunning. A perfect balance of Fall without crazy crowds.

Here’s my full itinerary:

Day 1: Saturday

Lunch at Central Provisions

Walked Eastern Promenade Trail + Walked Eastern Midslope Trail

Checked into hotel (room available at 5pm)

Crunchy Poke Ramen delivered to hotel

Nobody wants this on Netflix

Day 2: Sunday

Coffee at Coffee ME Up

Walked to Tandem Coffee and Bakery on Anderson for a warm Biscuit with butter + jam

Walked over the Casco Bay Bridge ($44 mil bridge)

Bike tour of South Portland: hitting Bug Light Lighthouse, Spring Point Ledge Lighthouse, Willard Beach, Portland Head Light, Bite into Maine for Lobster Rolls and Blueberry Soda, bonus stop: Pie from Pie-Oh-My

Walked back via Haberdashery, The Holy Donut + Madlyn’s Consignment Shop

Left over Ramen for Dinner and an early night

Day 3: Monday

Sunrise from the Pier

Breakfast at Standard Baking

Walk to Tandem Coffee on Congress for coffee + a scone

3 mile stroll “hike” Mackworth Island

Uber to The Lobster Shack at Two Lights for another Lobster Roll + Blueberry Pie

Walk around trying to get a better view of the Lighthouse before Ubering back to the main part of Portland

Tour Victoria Mansion

Dinner at Fore Street

Day 4: Tuesday

Sunrise from the Ferry

Ferry to Pike Island, breakfast at Unruly Girls' Peaks Cafe and a short walk to Picnic Point

Double Great Coffee

Last meal at J’s Oysters

Uber to the Airport