Plan Your Trip

Maximize Your Maine Vacation

Plotting out vacation plans? Or are you still in #inspirationmode? Either way—we got you covered! Whether you’re plotting out the details for a family get together, event, or wedding weekend, you can save, store, and send all the activities you want using our “My Trip Plan.”
Utilize our website’s resources to get the most out of your Maine vacation!

Parade + Festival


Just another facet of what makes living in Greater Portland so great is the inclusive, welcoming, and embracing community that brightens the fabric of our city by the sea and charming area towns. Celebrate Pride with us with events and festive fun this June!

Portland Pride Parade, Photo Credits: Serena Folding
annual events

fairs + festivals

Across Greater Portland we are bringing the fun with fairs, festivals, and exciting annual events all year long and for all ages. You’ll find events fitting every season from arts to music festivals to harvest fests.

Spring at City Hall, Photo Credits: Emily Marquis


As a major cultural and world-class culinary destination, Portland serves as the perfect launch pad for area towns across the Greater Portland region. Embark on a journey through the vibrant coastal communities and scenic landscapes surrounding Portland, Maine, where each destination offers its own charm and New England allure.

Seaside Adventure at Wolfe's Neck Woods State Park. Photo Provided by Visit Freeport
Create Itineraries

My Trip Plan

Explore our craft beverage boom, visit must-see landmarks, tour lighthouses, taste local lobster, and become a part of the fabric of our coastal community…at least for a little while. Use “My Trip Plan” to plot out your points of interest, send to family and friends, and save activities for later. There’s even a map feature, so you can see how close and convenient it is to get around Greater Portland.

Portland Cityscape at Night, Photo Credit: Peter G. Morneau
Fairs + Festivals

Events Calendar

There’s always something exciting to do in Greater Portland from daily tours + cruises to fall fests and summer wine sails. Get in on our charming annual events or the brand-new showstoppers being added every month. We are talking late-night entertainment, outdoor adventure, and all the holiday festivities you can imagine celebrating.

Portland Skyline and waterfront, Photo Credits: Peter Morneau Photography

Packages + Deals

Browse through the special packages and deals offered by participating businesses. Find special deals on tours and attractions to maximize your visit. Enhance your shopping experience and find that perfect gift or souvenir. Don’t forget to enjoy the food scene. Find discounts and happy hour specials.

Meal at UNION Restaurant. Photo Credit: Capshore Photography

Getting Around

Get your road snacks and playlist ready—situated adjacent to Interstate 95, Greater Portland is convenient to get to for travelers coming from any direction. Arrive by plane, train, bus, or car—only two hours from Boston and four from New York City, Portland and it’s surrounding areas are positioned perfectly along Maine’s southern coast and jutting into Casco Bay.

Working Waterfront with View of Wave Bridge - Photo Credit Capshore Photography