Unique Things to Do Near Portland, Maine This Summe

(That You Won’t Find on a Typical Tourist List)

If you're heading to Portland, Maine, this summer and want to experience more than lighthouses, brewery crawls, and lobster boat tours — this list is for you. These are hands-on, locally rooted, and unforgettable ways to explore Maine’s coast, including a few you won’t find in your average guidebook.

1. Step Aboard a Floating Oyster Farm with Nauti Sisters Tours & Charters

Want to do something truly one-of-a-kind? Book a private charter with Nauti Sisters Tours & Charters in nearby Yarmouth. This woman-owned, captain-led experience gets you on the water, up close with a real working oyster farm — no marine biology degree required.

You’ll pull up cages, taste fresh oysters, and cruise through Casco Bay while learning about aquaculture, sustainability, and what it really takes to farm oysters in Maine. From bachelorette parties to family outings, every tour is private and tailored to your group — just 25 minutes north of Portland.

📍 Yarmouth, ME
🦪 Private oyster farm tours, tastings, and charters for 2–12 guests
🌊 Learn more at nautisistersseafarm.com

2. Drink and Dine at the Wharf Street Yacht Club (No Membership Required)

Coming summer 2025 to Portland’s cobblestone Old Port: Wharf Street Yacht Club. This isn't your average yacht club — in fact, it’s not a yacht club at all. It's a cheeky, dive-bar-meets-nautical throwback where barn board walls, vintage sailing charts, and rope décor set the mood for cold drinks and local shellfish.

Expect lobster rolls, crab rolls, and raw Nauti Sisters oysters served with a splash of sea breeze and a side of irreverent charm. Whether you're dressed for a night out or still salty from the boat, you're welcome here. It’s part bar, part time machine — and 100% Portland.

📍 Wharf Street, Portland, ME
🍻 New bar serving seafood snacks & cold drinks in a historic setting

3. Walk the Eastern Promenade for Iconic Coastal Views

Before or after happy hour, take a stroll along Portland’s scenic Eastern Promenade. With panoramic views of Casco Bay, a paved trail for walking or biking, and plenty of green space for picnics, it’s a relaxing way to take in the harbor without getting on a boat. Don’t miss East End Beach if you’re feeling brave enough for a cold dip.

4. Explore the Portland Museum of Art

When you’re ready to go indoors, the Portland Museum of Art is a can’t-miss. From Maine masters like Winslow Homer to contemporary exhibitions, it’s a beautiful space to slow down and soak up the cultural side of the coast.

5. Catch Live Music and Local Vibes

From pop-up concerts in Congress Square Park to the Portland Chamber Music Festival in August, the city is alive with sound. Pack a blanket, grab takeout, and catch an evening performance under the summer sky.

The Takeaway?

Skip the cookie-cutter tours. This summer, make your Portland adventure uniquely yours. Taste oysters right from the farm, toast to the coast at a divey “yacht club,” and leave with more than just souvenirs — leave with stories.