Old Port, Portland Travel Guide

Discover Old Port in Portland, Maine – a vibrant waterfront neighborhood with historic charm, eclectic shops, and delectable dining experiences.

Nestled along the picturesque waterfront, Old Port in Portland, Maine, is a charming blend of historic cobblestone streets, vibrant shops, and delightful restaurants. This neighborhood offers a unique glimpse into Portland's maritime history, with restored 19th-century buildings that house an eclectic mix of boutiques, galleries, and cafes. Stroll through the streets and discover an array of local artisan shops, where you can find everything from handmade crafts to exquisite jewelry. The area is also a food lover's paradise, boasting an impressive selection of seafood restaurants, trendy bistros, and cozy pubs. Be sure to try the fresh lobster rolls and chowder, which are local specialties. Old Port is not just about shopping and dining; it’s a hub for cultural experiences. Visit the various art galleries, or take a scenic cruise from the waterfront to enjoy stunning views of Casco Bay. The neighborhood also hosts numerous events and festivals throughout the year, making it a lively spot no matter when you visit. Whether you're exploring during the warm summer months or the picturesque winter season, Old Port offers a delightful mix of activities and sights for every traveler.

From Eve

Know before you go

Hi, I'm Eve. Here are a few practical things to know before exploring Old Port.

Wear comfortable shoes to navigate the cobblestone streets.
Visit during the weekday mornings to avoid crowds.
Try the local seafood, especially the lobster rolls and clam chowder.
Check out the local events calendar for festivals and special happenings.
Take a harbor cruise to fully appreciate the waterfront views.

Explore Old Port: Things to Do, Places to Eat, Hotels & More

Handpicked recommendations for top attractions, local dining, accommodations, and more

Best attractions in Old Port

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Maine Duck Tours

Experience the thrill of Maine Duck Tours, where land and sea adventures await in beautiful Portland, Maine.

4.7

A piece of the Berlin Wall

Explore a significant historical landmark in Portland—a piece of the Berlin Wall that symbolizes freedom and unity amidst a divided past.

4.6

Tommy's Park

Explore the tranquil beauty of Tommy's Park, an urban oasis in Portland's historic Old Port, perfect for relaxation and social gatherings.

4.1

Statue of Lighthouse

Discover the Statue of Lighthouse in Downtown Portland, a stunning tribute to maritime history with breathtaking views of Casco Bay and vibrant local culture.

4.8

Best landmarks in Old Port

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Victoria Mansion

Experience the exquisite beauty and rich history of Victoria Mansion, a stunning 19th-century architectural masterpiece in Portland, Maine.

4.6

Monument Square

Explore Monument Square in Portland, Maine – a vibrant plaza featuring a rich history, local events, delicious eateries, and charming shops.

4.5

Maine Historical Society and the Wadsworth-Longfellow House

Discover the literary heritage and rich history of Maine at the Maine Historical Society and Wadsworth-Longfellow House in Portland.

4.5

Portland Waterfront Historic District

Discover the vibrant charm of Portland's Waterfront Historic District, where history meets modern culture along the scenic Maine coast.

4.6

Best restaurants in Old Port

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DiMillo's On the Water

Experience waterfront dining at its best with fresh seafood delights at DiMillo's On the Water in Portland, Maine.

4.5

The Highroller Lobster Co.

Experience the best of Maine's seafood at The Highroller Lobster Co., where fresh flavors meet coastal charm in Portland's Old Port.

4.6

Scales

Experience exquisite seafood dining at Scales in Portland's Waterfront District with stunning views and locally-sourced ingredients.

4.6

Fore Street Restaurant

Experience exquisite New American cuisine at Fore Street Restaurant in Portland's Old Port - where every meal celebrates local flavors.

4.6

Best bars in Old Port

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Blyth & Burrows

Discover Blyth & Burrows in Portland, ME - a cocktail bar offering fresh seafood and innovative drinks in a vibrant waterfront setting.

4.8

Bonfire Country Bar Portland

Experience the lively atmosphere of Bonfire Country Bar in Old Port, Portland, where great food, drinks, and entertainment come together for an unforgettable night.

4.5

The Portland Hunt & Alpine Club

Experience the flavors of Scandinavia at The Portland Hunt & Alpine Club, where craft cocktails and unique dishes await in a cozy setting.

4.6

Portland Mash TUN

Discover the heart of Portland at Mash TUN - a lively beer hall offering craft brews and delicious bites in the vibrant Old Port district.

4.6

Best nightclubs in Old Port

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The Portland Hunt & Alpine Club

Experience the vibrant blend of Scandinavian cuisine and artisanal cocktails at The Portland Hunt & Alpine Club in Portland, ME.

4.6

Bubba's Sulky Lounge

Experience the eclectic charm and vibrant nightlife at Bubba's Sulky Lounge, Portland's favorite cocktail bar and dance club.

4.4

Flask Lounge

Discover the vibrant nightlife of Portland at Flask Lounge, where live music and dancing create unforgettable experiences.

4.4

Geno’s Rock Club

Geno's Rock Club: Where Portland's Rock Scene Comes Alive with Live Music, Great Drinks, and Unforgettable Nights.

4.6

Best shops in Old Port

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Pine Tree Shopping Center

Discover Pine Tree Shopping Center, Portland's top shopping destination with diverse stores, tasty dining, and a lively community atmosphere.

4.1

The Maine Souvenir Shop - Portland

Discover unique Maine gifts and local treasures at The Maine Souvenir Shop, your go-to spot for authentic souvenirs in Portland's Old Port.

4.9

Pinecone+Chickadee

Explore Pinecone+Chickadee in Portland, Maine, a treasure trove of unique gifts, art, and vintage finds that celebrate local creativity.

4.7

Urban Outfitters

Explore Urban Outfitters in Portland for trendy fashion, unique home goods, and stylish beauty products in a vibrant shopping atmosphere.

3.9

Explore Old Port on the Map

A handpicked selection of must-see spots in Old Port, mapped for you.

Old Port Essentials

Old Port is conveniently located in the heart of Portland, Maine, making it easily accessible from various neighborhoods. From the East End, you can walk or take a short taxi ride. If you're coming from the West End, consider the local bus service, which connects several neighborhoods. The Portland International Jetport is about a 15-minute drive away, and taxis or rideshare services are readily available to take you directly to Old Port.
Old Port is a pedestrian-friendly area, and many attractions are within walking distance. While walking is the best way to explore, you can also rent bicycles at various local shops. The METRO bus system offers public transportation throughout Portland, and there is a ferry service to nearby islands. Taxis and ridesharing services are also available for quicker transport.
Old Port is generally safe, but like any urban area, it’s wise to stay cautious, especially at night. Avoid wandering alone in dimly lit areas, particularly near waterfronts after dark. Petty crimes such as pickpocketing can occur in crowded tourist spots. Stay vigilant and keep your belongings secure.
In case of an emergency, dial 911 for immediate assistance. The local police and emergency medical services are responsive. For non-emergency medical issues, the Maine Medical Center is nearby. Always carry a local map or have a mobile device handy to navigate to emergency services quickly.
Fashion: Do dress comfortably for walking, and don't wear overly casual beach attire while dining in restaurants. Religion: Do visit local churches respectfully, and don't disturb services or ceremonies. Public Transport: Do give up your seat for those in need, and don't engage in loud conversations. Greetings: Do smile and make eye contact when greeting locals, and don't be overly formal. Eating & Drinking: Do try the local seafood and craft beers, and don't bring outside food or drinks into restaurants.
To experience Old Port like a local, visit the waterfront for fresh lobster rolls at food trucks or dine at small eateries tucked away from the main streets. Explore the cobblestone streets for unique shops and galleries. Engage with local artisans and ask about their crafts. Don’t miss the chance to take a sunset cruise for stunning views of the harbor.

With Eve

Useful Local Phrases for Old Port

You don't need to speak the language perfectly. Even learning a few simple words can make conversations warmer—and locals usually appreciate the effort.

— Eve

6 phrase groups English + pronunciation

Here are the phrases I use most often in Old Port. Try a few—you'll be surprised how far they go! 😊
❤️

- HelloAhoy
  [ah-oy]
- GoodbyeSo long
  [so long]
- YesYup
  [yup]
- NoNah
  [nah]
- Please/You're welcomePlease/You're welcome
  [Please/You're welcome]
- Thank youMuch obliged
  [much uh-blahy-d]
- Excuse me/SorryBeg your pardon
  [beg yoor pahr-dn]
- How are you?How's it hangin'?
  [hows it hanguhn]
- Fine. And you?Doin' alright. You?
  [doin alright. yoo]
- Do you speak English?Ya speak English?
  [ya speak ing-glish]
- I don't understandI ain't got a clue
  [I aint got uh kloo]
- I'd like to see the menu, pleaseI'll take a gander at the card, if ya please
  [ill take uh gan-duhr at the kahrd, if ya please]
- I don't eat meatI don't go for the meat
  [I dont go for the meet]
- Cheers!Skoal!
  [skohl]
- I would like to pay, pleaseI'll settle up, if ya please
  [ill set-l up, if ya please]
- Help!SOS!
  [S-O-S]
- Go away!Scram!
  [skram]
- Call the Police!Ring up the 5-0!
  [ring up the fahyv-oh]
- Call a doctor!Fetch a sawbones!
  [fetch uh saw-bohns]
- I'm lostI'm turned around
  [im turnd uh-round]
- I'm illI'm under the weather
  [im under the we-thur]
- I'd like to buy...I'm in the market for...
  [im in the mahr-kit for]
- I'm just lookingJust browsing
  [jusst brau-zing]
- How much is it?What's the damage?
  [whats the dam-ij]
- That's too expensiveThat's a steep price
  [thats uh steep prahys]
- Can you lower the price?Can ya knock a bit off?
  [can yuh nok uh bit off]
- What time is it?What's the hour?
  [whats the our]
- It's one o'clockIt's one bell
  [its one bel]
- Half past (10)Half past (10)
  [Half past (10)]
- MorningMornin'
  [mornin]
- AfternoonAfternoon
  [Afternoon]
- EveningEvenin'
  [evenin]
- YesterdayYest'day
  [yest-day]
- TodayToday
  [Today]
- TomorrowMorrow
  [morrow]
- 1One
  [wuhn]
- 2Two
  [too]
- 3Three
  [three]
- 4Four
  [for]
- 5Five
  [fahyv]
- 6Six
  [siks]
- 7Seven
  [sev-uhn]
- 8Eight
  [ayt]
- 9Nine
  [nahyn]
- 10Ten
  [ten]
- Where's a/the...?Where's the...
  [wheres the]
- What's the address?Where's it located?
  [wheres it loh-key-ted]
- Can you show me (on the map)?Can ya point it out (on the chart)?
  [can ya point it out (on the chart)]
- When's the next (bus)?When's the next (bus)?
  [When's the next (bus)]
- A ticket (to ....)A ticket (to ....)
  [A ticket (to ....)]

History of Old Port

Old Port's history begins in the early 17th century when it was established as a bustling maritime hub. Originally called Falmouth, the area transformed into a vital port for trade and fishing, aiding in the economic growth of Portland. The waterfront location provided easy access for ships and merchants, facilitating commerce with Europe and the Caribbean.
A pivotal event in Old Port's history was the Great Fire of 1866, which devastated much of the area. The fire destroyed over 1,500 buildings, significantly altering the landscape. However, this disaster led to a period of reconstruction and revitalization, with new brick buildings replacing the wooden structures and enhancing the architectural integrity of the neighborhood.
By the late 19th century, Old Port became a center for shipbuilding and a hub for various industries, including fishing and textile manufacturing. The wharves were filled with ships, and the streets buzzed with the activity of merchants and workers. This industrial boom solidified Portland's status as a key player in the New England economy.
Following World War II, the shipping industry declined, leading to a downturn in Old Port's economy. Many buildings fell into disrepair, and the area became less vibrant. However, in the 1970s, a concerted effort to revitalize the neighborhood began, focusing on preserving its historical character while encouraging tourism, dining, and retail.
Today, Old Port is a thriving cultural district, known for its cobblestone streets, historic buildings, and vibrant arts scene. The neighborhood hosts numerous galleries, boutiques, and restaurants, showcasing Portland's culinary scene. Events such as the Old Port Festival celebrate local culture and draw visitors, contributing to the ongoing legacy of this historic area.