Portland, Maine in a Day: Ultimate 8-Hour Shore Itinerary for Cruise Passengers
Docked Discoveries in Portland, Maine
8-Hour Shore Itinerary for Cruise Passengers
Step off your ship and into the vibrant coastal city of Portland, Maine—where the salty breeze carries the promise of discovery as you wander cobblestone streets and brick storefronts alongside modern marvels and a lively community.




Our curated 8-hour itinerary invites you to explore this Maine cruise stop in all its glory, while docked on Portland, from the storied past of its working waterfront to the bustling energy of its art, creative culture, and mouthwatering culinary delights. Savor the unique character of the region as you collect unforgettable memories, ensuring every moment is treasured before returning aboard your Maine cruise.
Ocean Gateway Guide: Kick Off Your Adventure With Local Tips

When your cruise ship docks near Ocean Gateway, you’re given the opportunity to take a deeper dive into what makes our region so special. Begin your day at the Information Center, where local experts are ready to assist.
- Gather Insights: Pick up up-to-date maps, brochures, and guides showcasing local businesses, dining spots, and must-see attractions.
- Relax and Recharge: Take advantage of the public restrooms on-site. Unwind in comfortable Adirondack chairs with free Wi-Fi—a perfect pause before you dive into your adventure.
- Jump on the City Loop Shuttle: Purchase tickets for the City Loop Shuttle at Ocean Gateway to take advantage of the on-site transportation around the Portland peninsula.
- Connect with Locals: Chat with knowledgeable staff and volunteers who can share insider tips and recommendations for guided tours or activities.

Guided Tours + things to do
Pick-up cruise excursions outside the Information Center, as well as local tours + cruises from expert guides—from trolley to bike to bus to walking tours. Opting for a guided tour enriches your Portland experience by offering curated insights into the city’s history and culture. Expert guides provide in-depth knowledge, ensuring you don’t miss key landmarks or hidden gems.
immersive art + culture
Portland, Maine, (and beyond) is a vibrant hub of art and culture, seamlessly blending rich history with contemporary creativity. The city boasts a dynamic arts scene, with galleries, theaters, historic sites and museums that reflect its commitment to local art. On cruise ship days, the city’s artistic flair becomes more accessible through a pop-up art market along the Working Waterfront, providing a space for vendors to showcase and sell their creations, offering visitors a chance to engage directly with artisans and makers.

Adjacent to Ocean Gateway, the Maine Narrow Gauge Railroad Company + Museum offers a captivating 40-minute journey along Portland’s Eastern Promenade. This 3-mile round trip shows scenic vistas of Casco Bay while immersing passengers in Maine’s rich railway heritage. Trains depart hourly, 10 am to 3 pm, with tickets available at the station located at 49 Thames Street. The museum also features historic rail cars, exhibits, and activities suitable for all ages.
insider tips + hidden gems in portland, maine

To ensure your day in Portland is as smooth as it is memorable, keep these essential tips in mind:
- Time Management: Every ship schedule and cruise port rules vary so be sure to check with your cruise for the latest update on arrivals and departures. This itinerary accounts for a full day in Portland, but it’s important to be sure to monitor the clock and plan your return to the ship well in advance.
- Weather + Climate: There’s a saying about New England weather; if you don’t like it, just wait 10 minutes, it’ll pass. Pack a light jacket or windbreaker to stay comfortable during cool mornings and breezy evenings. No matter if your cruise is in the middle of summer or the tail-end of fall, we always recommend wearing layers.
- Local Currency: Having some cash on hand can make small purchases and tipping easier.
- Easy Access: Portland is a walkable city as the peninsula is under 4 miles end-to-end. You can quickly get a taxi, uber, lyft, or other rideshare to our area towns, beaches, and lighthouses only 15-20 minutes from downtown. It’s possible to cover a lot of ground with one day in port, so be sure to do research ahead of your trip to maximize your time.
Your Portland Maine cruise shore excursion is more than just a stopover—it’s an immersive experience filled with history, flavor, and stunning coastal views.
Must Do Activities in Greater Portland on a Maine Cruise

Step into the heart of Old Port District when you walk along Commercial St. following the water towards cobblestone streets lined with 19th-century brick buildings that whisper tales of a thriving maritime past. The Old Port bursts with life as fishing boats unload fresh catches and local artisans display their crafts in unique boutiques and galleries. This neighborhood is a living showcase of Portland’s creative spirit and historical charm, making it an essential stop on your Portland Maine day trip. Get a lay of the land of the different neighborhoods and area towns.

Shop, Souvenir, and Explore
To bring a piece of Maine back home, consider exploring local shops offering authentic Maine-made products. From delectable sweet treats like artisanal chocolates and maple products to high-end jewelry crafted by local artisans, the state offers a diverse array of gift options. Many of these treasures are available online, allowing you to continue exploring Maine’s craftsmanship even after your trip.
fun for the whole family, Indoors + outdoors
Portland, Maine, offers a wealth of family-friendly activities that cater to all ages. Families can enjoy outdoor adventures such as visiting nearby parks, beaches, and lighthouses just minutes from Downtown Portland. The region also boasts interactive museums, scenic parks with playgrounds, and opportunities for whale watching and lighthouse tours, ensuring a memorable experience for every family member.

where to eat + drink on a cruise to Portland, Maine

No day in port is complete without indulging in the local fare. Embark on a Portland Maine culinary tour that offers an array of dining experiences. Enjoy a seafood feast where fresh lobster, oysters, and clams from Casco Bay take center stage. If you prefer a more relaxed setting, visit a cozy café to savor artisan sandwiches, craft coffee, and locally baked pastries. Outdoor dining + ocean views encapsulates the very essence of Maine’s coastal life, leaving you with a true taste of Portland’s culinary excellence.

savor the flavor + local fare
Portland, Maine, offers a wealth of family-friendly activities that Portland, Maine, bursts with culinary creativity. For cruise passengers, it’s the perfect escape from the usual buffet fare—an opportunity to sample local brews, fresh lobster rolls, interactive tastings, and inventive fusion dishes that blend global influences with a maritime twist. Each bite in this vibrant city’s restaurants is an adventure for your palate.
Start Planning Your Trip to Greater Portland, Maine

Once you’ve booked your Maine, New England, or East Coast cruise that will port in Portland, Maine you can start to take a look at the vibrant things to do and places to eat, drink, and immerse yourself in the local culture.

stay a little longer
If you booked a cruise and are already craving coming back and taking a deeper dive, look into staying at one of our featured Portland hotels. There’s so much to explore across the region from historically-preserved to modern hotels with new age amenities. Find the accommodation for every vibe and state of mind.
travel planning tools
From our comprehensive Events Calendar to exclusive Deals + Packages, there are countless ways to dive deeper into the Portland lifestyle before your visit. Get a taste of what it’s like to live in this vibrant coastal town by downloading a digital Visitor’s Guide or having one mailed directly to your door ahead of your cruise. This insider resource is your passport to the best local happenings, hidden gems, and unique experiences that make Portland truly unforgettable.
