Things To Do

🌲 Adventure & Outdoors

Casco Bay Ferry Ride ⛴️ — Hop on a ferry to Peaks Island or one of the other Casco Bay islands for a day trip of biking, walking, and ocean views. Fort Williams Park & Portland Head Light 🏖️ — Maine’s most iconic lighthouse + trails + ocean cliffs = postcard-perfect adventure. Eastern Promenade Trail 🚴 — A coastal path right in Portland for biking, walking, or a morning run with epic water views.

🍴 Foodie Fun in Portland

Maine Staples: Eventide Oyster Co. 🦪 ⭐ Must-Eat Brown butter lobster roll + oysters. $$$ Fore Street ⭐ Must-Eat Legendary Portland restaurant known for wood-fired cooking. $$$ Scales ⭐ Must-Eat Fantastic high-end seafood spot on the waterfront. $$$ Street & Company ⭐ Must-Eat Delicious food on a cobblestone street. $$$ Highroller Lobster Co. 🦞 Lobster rolls with creative sauces. $$ Lobster Shack at Two Lights 🌊 ⭐ Must-Eat Classic seaside rolls w/ lighthouse views. $$ Gilbert’s 🍲 Chowder done right. $$ Vegetarian/Vegan Gems: South Portland: Taj Indian Cuisine 🍛 – Indian food $$ Green Elephant 🥦 ⭐ Must-Eat Thai bistro. $$ Terrarium 🥑 Plant-based café. $$ LB Kitchen 🥗 Fresh bowls + juices. $$ Flatbread Co. 🍕 ⭐ Must-Eat Wood-fired pizzas. $ Holy Donut 🍩 ⭐ Must-Eat Potato donuts. $ Treats & Drinks: Allagash 🍺 ⭐ Must-Visit Beloved brewery $ Shipyard 🍻 Maine classic. $ Bard Coffee ☕ ⭐ Must-Visit Morning fix. $ Beal’s Ice Cream 🍦 Sweet stroll-worthy stop. $

😌 Relaxed & Scenic

Old Port Stroll 🛍️ — Cobblestone streets lined with boutiques, cafés, and breweries. Perfect for wandering. Breweries Galore 🍻 — Portland has more breweries per capita than anywhere in the U.S.! Bissell Brothers, Allagash, Rising Tide, and Shipyard are just a few. Bug Light Park 🌅 — A smaller lighthouse with picnic spots and sweeping views of Casco Bay. Spa Day 🧖 — Nine Stones Spa downtown is perfect for a recharge between wedding events.

🕰️ History & Interesting Finds

Victoria Mansion 🏛️ — A beautifully preserved 19th-century mansion with ornate interiors. Wadsworth-Longfellow House 📚 — Childhood home of poet Henry Wadsworth Longfellow. Portland Museum of Art 🎨 — Maine artists + international exhibits in a modern, airy space. Portland Observatory 🔭 — Historic maritime signal tower with panoramic city and harbor views.

🗼 Lighthouses Around Portland

Portland Head Light 🔦🌊 (Cape Elizabeth, ~15 min) The most photographed lighthouse in the U.S. Located at Fort Williams Park with walking trails, rocky coastlines, and summer food trucks. A must-see! Bug Light 🐞🗼 (South Portland, ~10 min) Small but charming, with a unique design. Great picnic spot with views of Portland’s skyline. Spring Point Ledge Light 🪨🛥️ (South Portland, ~15 min) Walk out along a granite breakwater to this “sparkplug” style lighthouse. Adventurous (and Instagram-worthy)! Two Lights ✌️💡 (Cape Elizabeth, ~20 min) Twin lighthouses that inspired artist Edward Hopper. Nearby Two Lights State Park is perfect for trails and picnics. Halfway Rock Light 🚤🌅 (offshore) Only visible by boat — catch a harbor cruise or Casco Bay ferry for the best views.

Casco Bay Lines Ferry Terminal

Eastern Promenade Trail

Eventide Oyster Co.

Scales

Street & Co

The Highroller Lobster Co.

The Lobster Shack at Two Lights

Green Elephant Vegetarian Bistro

Green Elephant Vegetarian Bistro

LB Kitchen

Flatbread Company

The Holy Donut