Activities for Group Travel Planners

The Greater Portland area provides the perfect getaway, boasting the cultural activities of a major metropolitan region while maintaining a small town charm. Enjoy the region’s wildlife parks, visit art museums and galleries, and plan a day trip with a guided tour or cruise. You can also enjoy the area’s fine microbrews, or take in a game, all from Greater Portland’s area locations.

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Casco Bay Lines Ferry. Photo Provided by Casco Bay Lines
Casco Bay Lines

Portland's iconic ferry system with year-round ferry services, specialty cruises and private charters to the islands of Casco Bay.

Tour Group in front of Customs House. Photo Provided by Maine Day Ventures
Maine Day Ventures

Highly interactive tours that will educate and entertain you all along the way. Foodie tours, history tours, and more!

Notorious: Maine Crime in the Public Eye 1690-1940. Photo Credit: Abigail Jakub
Maine Historical Society

Founded in 1822, our mission is to preserve and share Maine's story. We are dedicated to helping audiences throughout the world explore, celebrate, and connect to Maine.

Train. Photo Credit: Maine Narrow Gauge Railroad Co + Museum
Maine Narrow Gauge Railroad Company + Museum

Scenic train ride along beautiful Casco Bay. Activities, historic railroad cars & exhibits.

Moose. Photo Provided by Maine Wildlife Park
Maine Wildlife Park

Where you’re guaranteed to see moose, black bear, lynx, and more animals in a day than you could ever spot in the wild! Group and bus friendly.

Maine’s oldest lighthouse, Portland Head Light. Photo Courtesy of Museum at Portland Head Light:
Museum at Portland Head Light

Located in the lighthouse keepers' quarters, the museum chronicles the oldest lighthouse in Maine.

Trolley at Portland Head Light. Photo Provided by Portland Discovery Land & Sea Tours
Portland Discovery Land & Sea Tours

Don't just see Portland- Discover it! Offer a wide variety of sightseeing and charter options by Land and Sea.

Sailboat. Photo Provided by Portland Schooner Co.
Portland Schooner Co.

Come step aboard the extraordinary and wow your group with a sail on one of our authentic Maine-built, wooden vessels.

Orchestra. Photo Provided by Portland Symphony Orchestra
Portland Symphony Orchestra

Discover our long and proud tradition of bringing professional excellence to live orchestral music in Maine.

Group Biking near Lighthouse, Photo Courtesy of Summer Feet Cycling
Summer Feet Cycling Adventures

For 20 years we have been offering cycling, walking, and multi-sport vacations in the most beautiful places in Maine.

Outside the historic house museum Victoria Mansion, Photo Courtesy of CFW Photography
Victoria Mansion

One of the country's historic homes of the mid-Victorian period, open May through October and the holiday season for tours.

Village Station shoppers, Photo Credit: Amy Tolk
Visit Freeport

Recognized as a world-class shopping destination with over 200 outlets, designer shops and eclectic boutiques.

Boomerang Yacht Charters

The Brianna Marie is a working lobster boat turned passenger vessel, operated by professional Yacht Crew. Come explore the hundreds of islands right off Portland!

Fifth Maine Museum

Perched on the rocky shore of Peaks Island, the Fifth Maine Museum invites visitors into a beautifully restored Queen Anne/Shingle-Style Memorial Hall built in 1888 by Civil War veterans.

Find Your Way Charters

Casco Bay... Your Way. Come aboard Wayfinder for an unparalleled luxury cruise. Every tour is private and unique, with an itinerary customized to your desires.

Friends of the Kotzschmar Organ

Experience the awe-inspiring Kotzschmar Organ, a must-see attraction in Portland, and witness performances by world-renowned organists, including James Kennerley.

Lighthouse Bikes

Join us for a guided bicycle tour along the beautiful Maine coast, or let us set you up for a self-guided adventure with easy to follow maps.

Nauti Sisters Tours & Charters

Nauti Sisters Tours & Charters delivers authentic, flexible coastal experiences ideal for FIT, group, and luxury travel itineraries.

New England Eco Adventures

Skip the crowds and jump into a thrilling Maine adventure! We take you closer, stay longer, and explore places other tours can’t reach. 

Portland Ovations

Portland Ovations is a nonprofit cultural organization based in Southern Maine dedicated to gathering communities to share in the power of live performance.

Rugosa Lobster Tours

Known as one of the top-rated boat tours in the region, Rugosa offers an exclusive, hands-on journey aboard our traditional wooden Downeast-style lobster boat.

Sail Portland Maine

Escape the crowds and embrace adventure with a cruise aboard our classic motor yacht, the Calista Ann, offering a blend of breathtaking views and local culture and cuisine.

Vine Nirvana

Learn about a variety of wines and their stories, as well as how to evaluate each wine like a professional with Vine Nirvana's fun, interactive wine tastings.

Wine Wise

Join Sommelier Erica Archer for an incredible fine-wine experience while sailing in beautiful Casco Bay.

Wolfe’s Neck Center for Agriculture and the Environment

Wolfe’s Neck Center for Agriculture & the Environment is a farm-based education, research, and visitor center on 600 acres of conserved space along Casco Bay in Freeport, Maine.

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