Top Things to Do in Portland, Maine

By Hannah Rock

Discover the Charm, Flavor, and Sparkle of Our Coastal Gem

No one knows—or loves—Portland, Maine like Springer’s Jewelers. As Maine’s oldest jewelry store and Portland’s trusted jeweler since 1870, we’ve been part of this vibrant community for over 150 years. When we’re not helping people mark life’s most meaningful moments with sparkle, you’ll find us enjoying the best our hometown has to offer—from lobster rolls and lighthouses to music on the waterfront and shopping in the Old Port.

Looking for fun things to do in Portland, Maine, this weekend? Whether you're here for a day trip, a summer escape, or your annual coastal pilgrimage, we’ve gathered a handpicked guide to the best things to do in Portland, Maine—from unforgettable dining to hidden boutique gems and waterfront adventures. Curated by the team at Springer’s, this list is as timeless as our designs and as full of character as the city we call home.

Shop the Charm

Looking for unique shopping in Portland, Maine? Whether you're browsing for coastal-inspired home goods, thoughtful gifts, or sustainably made accessories, these boutiques offer a slice of the city’s creative heart. Located in the charming Old Port District, these stores blend local craftsmanship, curated design, and Portland’s signature aesthetic: nautical, cozy, and effortlessly cool.

Blanche + Mimi – Coastal homewares, textiles, and vintage flair

Where: 46 Market Street
Vibe: Coastal cottage meets European flea market
Why We Love It:
Blanche + Mimi is like stepping into a dream of seaside nostalgia. Tucked away in a beautiful historic building, this boutique offers a warm, serene shopping experience. The store is lovingly curated with soft textiles, vintage linens, hand-poured candles, and classic toys—perfect for anyone who loves simple living with a coastal touch.
Local's Tip: This is the kind of place where you’ll always find something just right for a baby shower, housewarming, or thoughtful Maine-made souvenir.

Folly 101 – Elevated everyday goods for the kitchen and beyond
Where: 101 Exchange Street
Vibe: Modern minimalism with rustic flair
Why We Love It:
Folly 101 is a go-to for home and kitchen lovers. Everything here feels special—like it was made to be gifted or treasured in your own home. From hand-thrown ceramics to Japanese kitchen tools and linen aprons, it’s a quiet celebration of craftsmanship and beauty in the everyday.
Local's Tip: Ask the staff for a demo of their favorite salt or olive oil—they often have seasonal tastings and local goods you can’t find elsewhere.

Sea Bags – Iconic, sustainable bags made from recycled sails

Where: 123 Commercial Street
Vibe: Nautical, sustainable, proudly Maine-made
Why We Love It:
If you want a souvenir that says “Maine” in the most authentic way possible, it’s hard to beat Sea Bags. Their iconic totes and accessories are made right on the Portland waterfront from recycled sails. Every piece has character, and many are one-of-a-kind.
Local's Tip: Look for limited edition designs featuring local artists or seasonal Maine icons like lobsters, buoys, and lighthouses. Many bags are handmade right on site.

Springer’s Jewelers – Visit us at 580 Congress St. to explore timeless craftsmanship, stunning engagement rings, heirloom-worthy watches, and gifts that sparkle like the coast itself.

Where: 580 Congress Street, across from Monument Square
Vibe: Historic elegance meets modern sparkle
Established: Since 1870 – Maine’s oldest jewelry store, and one of the oldest in the United States

Why We Love It:
Springer’s Jewelers isn’t just a jewelry store—it’s a piece of American history. Proudly family-owned and operated for over 150 years, Springer’s has served generations of Mainers and visitors alike with exquisite craftsmanship, exceptional service, and timeless style. We’re honored to be Maine’s oldest jeweler and one of the longest-standing jewelers in the country.

Every visit to Springer’s feels personal, warm, and inspiring—whether you’re shopping for an engagement ring, a vacation memento, or simply a sparkle that speaks to you.

What You’ll Find:

Estate & Vintage Jewelry – Discover one-of-a-kind treasures, from Art Deco brooches to Victorian rings and signed pieces from Tiffany, Cartier, and more.

Nautical-Inspired Keepsakes – From anchor and wave motifs to delicate compass rose pendants and maritime-influenced charms, our jewelry celebrates Maine’s coastal heritage.

Fine Jewelry & Engagement Rings – Ethically sourced diamonds, timeless settings, and signature collections to mark your most meaningful moments.

Luxury Watches – Explore prestigious brands like Tudor and Grand Seiko, or browse vintage timepieces with character and craftsmanship.

Custom Design & Repairs – Work with our expert jewelers to bring your vision to life or restore a family heirloom with care and precision.

Local's Tip: Ask to see our rotating estate collection—you never know what rare gem or antique setting you might discover. And if you’re commemorating your trip to Portland, let us help you find a piece of jewelry that captures the spirit of Maine.

Bonus Tip: Stroll the Old Port District for cobblestone streets, local art galleries, and one-of-a-kind boutiques.

Dine Like a Local

Whether it’s fresh-off-the-boat seafood, world-class cocktails, or a cozy brunch with ocean views, Portland’s food scene has something for every craving.

Best Breakfast in Portland, Maine

Marcy’s Diner – A no-frills local institution with legendary breakfasts

Where: 47 Oak Street
Vibe: Classic counter-style diner, fast, casual, and unapologetically authentic
Established: Opened in 1989
Why We Love It:
Marcy’s is a Portland legend. Known for its hearty portions, no-nonsense service, and griddle-made greatness, it’s the ultimate local breakfast joint. The wait is part of the experience—and it’s always worth it.
Local's Tip: It's cash only, and it’s small—so come early, especially on weekends.

Becky’s Diner – Classic waterfront diner featured on Diners, Drive-Ins and Dives

Where: 390 Commercial Street
Vibe: Old-school waterfront diner with a family-friendly atmosphere
Established: Family-run since 1991
Why We Love It:
Becky’s is as Portland as it gets. Sitting right on the working waterfront, it serves fishermen at 4 AM and families from away at brunch. It's been featured on Diners, Drive-Ins and Dives and continues to live up to the hype with comfort food and ocean views.
Local's Tip: Ask for a seat by the window for harbor views. They also serve lunch and dinner!

Bayside American Café – Famous for their stuffed French toast and friendly vibes

Where: 98 Portland Street
Vibe: Warm and cozy with a creative brunch-forward menu
Established: Originally Bintliff’s; now reimagined and locally owned
Why We Love It:
If you want brunch with flair, Bayside is your place. They elevate classic dishes with rich sauces, unexpected twists, and comforting flavor combinations. Plus, the staff make you feel right at home.
Local's Tip: Try their signature brunch cocktails and don’t skip the house-made sausage.

Favorite Lunch Spots

Portland Lobster Co. – Casual, fresh, and right on the water

Where: 180 Commercial Street
Vibe: Waterfront picnic tables, casual vibes, and live music in summer
Why We Love It:
This is the ultimate Maine lobster shack experience. Sit by the water, listen to local bands, and enjoy freshly shucked shellfish with your toes tapping. Great for families, couples, or solo travelers soaking up the coast.
Local's Tip: It’s counter service and can get busy—grab a beer, place your order, and enjoy the waterfront while you wait.

Highroller Lobster Co. – Lobster rolls with creative twists and killer sauces

Where: 104 Exchange Street
Vibe: Bright, funky, modern seafood shack with a rock-n-roll edge
Why We Love It:
This isn’t your average lobster roll joint. Highroller combines local shellfish with playful creativity—think bold sauces, unexpected mashups, and millennial-friendly branding.
Local's Tip: Ask for the combo deal with chips and a local soda—or try their beer from nearby Bissell Brothers.

Terlingua – Southwestern BBQ with coastal Maine ingredients

Where: 40 Washington Avenue
Vibe: Urban BBQ meets Southwestern cantina—cozy, casual, and full of flavor
Why We Love It:
Terlingua brings bold, spicy flavors to the Portland food scene, with smoked meats, house-pickled everything, and rotating specials that nod to Mexican and Texan traditions. It’s a local gem that’s flying under the tourist radar (for now).
Local's Tip: Ask about their daily smoked meat special—and grab a house margarita with spicy salt.

Best Dinner in Portland, Maine

Via Vecchia – Intimate Old Port spot with upscale Italian and gorgeous interiors

Where: 10 Dana Street, Old Port
Vibe: Sophisticated, intimate, moody—think velvet, candlelight, and curated wines
Why We Love It: Via Vecchia blends modern Italian cuisine with an old-world vibe, making it perfect for date nights, special occasions, or a chic night out with friends. It's one of the most beautifully designed interiors in town.
Local's Tip: Sit at the bar for craft cocktails and conversation with their incredible bartenders.

Fore Street – Wood-fired seasonal cuisine, locally beloved and nationally recognized

Where: 288 Fore Street, near the waterfront
Vibe: Rustic-industrial meets warm and welcoming, with open wood-fire cooking
Established: Since 1996
Why We Love It: A true Portland institution that helped put the city on the national food map. Fore Street focuses on regional, seasonal ingredients prepared over a wood-fired hearth. It’s a must-visit for food lovers.
Local's Tip: Book early. It fills up fast—even locals plan weeks in advance.

Scales – Elegant seafood dining with views of Portland's working waterfront

Where: 68 Commercial Street
Vibe: Bright, airy seafood house with harbor views and elevated service
Why We Love It: A modern classic that elevates traditional Maine seafood in an elegant setting. Perfect for visitors wanting to experience coastal dining with polish.
Local's Tip: Ask for a table by the windows—you’ll get the full view with your meal.

Make the Most of Your Day in Portland

Here are some of our favorite things to do in Portland, Maine—perfect for families, couples, or solo explorers:

Take a sunset harbor cruise or ferry to the Casco Bay Islands
Visit Portland Head Light at Fort Williams Park—one of the most photographed lighthouses in the country
Bike the Eastern Promenade Trail for panoramic water views
Tour the Portland Museum of Art, showcasing regional and global works
Grab a cone from Gelato Fiasco and stroll down Commercial Street
Explore Congress Street for murals, music, and locally-owned shops

Things to Do in Portland, Maine This Weekend

Portland always has something going on—from First Friday Art Walks to seasonal markets, lobster festivals, and live music at Thompson’s Point. Be sure to check out local event listings for top things to do in Portland, Maine this weekend.

Visit Springer’s Jewelers

As the oldest jewelry store in Maine, Springer’s has been a part of Portland’s story for over 150 years. Whether you’re celebrating a memory or starting a new tradition, stop in to find your sparkle.

📍 580 Congress Street, Portland ME