Activities, Camps and After School Classes in Portland, ME

The only tour of Portland on an open-air trolley, the Peek at Portland is a 60-minute, fully narrated tour of Portland's most famous sights and various neighborhoods that still leaves you plenty of time to explore the city further on your own.

Dive straight into Portland’s working waterfront—where the smell of the sea, and the bustle of the wharves, set the tone for an unforgettable walk through the city’s past. This immersive experience blends local history with maritime culture, offering a deeper look at how Portland grew from a rugged seaport into one of New England’s most vibrant coastal cities. As you stroll the cobblestone streets and working wharfs, your guide will share tales of shipbuilders, merchants, fires, and fishermen who shaped Portland’s story.

Have you seen these iconic beacons from the water? Now is your chance! Board the Elizabeth Grace to cruise around Portland Harbor on this one of a kind sightseeing cruise. It is the perfect way to see the lighthouses, historic stone forts, and rocky islands that make Casco Bay a world-renowned destination. Relax with a drink as you take in the scenery! GROUP OF 6 OR MORE? Please reach out to us about private charter options for the best experience possible!

This is more than just a yoga class, it’s a sensory coastal experience. Set against the backdrop of Casco Bay, you’ll move through an all-levels flow while breathing in salt air, feeling the ocean breeze on your skin, and taking in the quiet rhythm of the water. Each session is thoughtfully designed to blend mindful movement, nervous system support, and deep relaxation. We’ll move through gentle, grounding flow and close with savasana, including an optional cooling lavender-soaked towel. An invitation to slow down, feel into your body, and experience the coast of Maine in a more present, connected way.

Explore Portland with Wacky Walks royal scavenger hunt. In our app-based scavenger hunt, your group will participate in competitions to become the King or Queen of your group throughout the game. The active King or Queen will lead the other players to find items around the city and complete fun tasks. For every item you find and task you complete, you will receive points. The goal of Wacky Walks is to stay the King or Queen for the longest and gain as many points as you can. Take your time playing Wacky Walks, there is no time limit and you can play in any area of the city you would like. There will be a remote host that will be chatting with you during the game in case you need anything. Come be the King or Queen in Portland for the day!

Leave the crowds behind and step aboard a vintage Maine Lobster Boat for a private 2-hour sightseeing and lighthouse viewing charter, ending with a breathtaking Maine sunset. We’ll navigate through the islands of Casco Bay, passing by Portland’s most iconic coastal sights, including historic 19th-century forts, lighthouses, and the stunning Maine coastline. This experience is perfect for families and small groups, offering a completely private and personalized tour just for you. First round of alcoholic drinks included – Enjoy a local Portland, Maine beer or a glass of wine as you take in the view!

During Crazy Dash of Portland, you'll use an app and walk through the city to collect points by finding items around the city and performing challenges. You can find the items in any order you want. Check out the rankings in the app to see your score compared to other teams across the nation. Crazy Dash comes with a remote host to chat with you in case you need anything. Crazy Dash is our most relaxed scavenger hunt. Come explore with us in Portland!

The hours just before sunset offer the best time for paddling on the waters of Casco Bay. The sky tends to explode with color and the seas often become glassy and calm. This trip involves a leisurely paddle just far enough along the waterfront or into the islands to enjoy a panoramic view of the sun setting over the city as we paddle back to the East End Beach.  This two-hour tour is designed for paddlers of all experience levels -- including first-time kayakers. The exact route you take will depend on the weather conditions and the group's interests and experience, but the Sunset Tour often starts out venturing into the waterfront of Portland harbor, and then into the open waters towards the islands of Casco Bay. We will cancel this tour if there is steady rain, strong winds or other conditions that we believe will prevent guests from having a great paddling experience. However, we will run our tours when there are light showers, overcast skies or cooler than average temperatures.

Join us for 1 1/2 hours as we cruise along the rugged coastline, complete with lighthouses, seals, seabirds, and historic forts. Pack a meal, bring your favorite wine or beer, and sit back and relax as you slip through the tranquil waters of Casco Bay. All ages are welcome! Whether you are nine years old or 99, cruising aboard Ruth is a unique adventure, a 39’ long classic, picnic style tour boat built in 1935 at Handy Boat in Falmouth, Maine.

100% PRIVATE TOUR! Step aboard a vintage Maine Lobster Boat for a private, 2-hour lighthouse viewing & sightseeing charter. Leave the crowds behind as we cruise through the islands of Casco Bay, passing four iconic lighthouses, historic 19th-century forts, and the stunning Maine coastline. Charters depart from Portland’s Old Port and are perfect for families and small groups. Each charter is completely private for up to 6 guests, and all ages are welcome! First round of drinks included – Enjoy a local Portland, Maine beer or a glass of wine as you take in the breathtaking views!

Experience the breathtaking beauty of the Atlantic Ocean on our whale-watching tour departing from Portland, Maine. Set sail from the historic harbor, where you'll board a comfortable vessel equipped for a thrilling marine adventure. As we cruise along the rugged coastline, keep your eyes peeled for the majestic giants of the sea – humpback whales, fin whales, and minke whales are frequently spotted in these waters. Our experienced naturalist guides will be with you every step of the way, providing fascinating insights into the behavior and biology of these incredible creatures. The tour also offers the opportunity to observe a variety of other marine life, including seals, porpoises, and a wide range of seabirds. Don't forget to bring your camera, as you'll want to capture these unforgettable moments.

Begin your day with a refreshing blend of gentle yoga and mimosas in the beautiful surroundings of Maine. This private experience caters to all levels, making it perfect for everyone from beginners to seasoned yogis. Your guide provides all necessary equipment, ensuring a smooth flow that invites relaxation and connection. After the session, raise a glass of bubbly to celebrate the moment with your loved ones, whether it's at your rental home, backyard, or a picturesque outdoor spot of your choice.

On this walking tour, we’ll explore the city’s significant role in the Underground Railroad and the individuals who helped shape its fight for freedom. The tour is self guided on our walking tour app. It's hands free, plays as you walk and you can go at your own pace, anytime, it never expires. You’ll walk through historic streets where ordinary citizens took extraordinary risks to assist those escaping slavery. We’ll visit former homes, churches, and workplaces that served as safe havens and meeting places for abolitionists, reformers, and community leaders. Each stop demonstrates how Portland’s waterfront and neighborhoods became centers of courage, compassion, and quiet resistance. Let’s start our journey at the Mariner’s Church Banquet Center, a landmark that saw both Portland’s growth and its dedication to justice.

As we cruise the waters around Portland Harbor we will make stops at Portland Breakwater Light, Spring Point Light and Ram Island Ledge Light before stopping at Maine’s oldest and most iconic lighthouse, Portland Headlight. This historic beacon, with its striking architecture and stark coastal backdrop, is a sight to behold from the perspective of the Atlantic Ocean as seafarers have done for more than 200 years. After photos and information about this iconic lighthouse, we continue the ride along the rocky shores of Cape Elizabeth to Two Lights State Park, whose twin lighthouses perch atop dramatic cliffs. Our best chance for wildlife comes during the next leg of the ride as we cruise open waters to Halfway Rock Lighthouse, a true maritime relic. Standing proudly on a remote ledge in the open ocean, it has guided mariners through thick fog and turbulent waters for over a century. Seals are often found hanging on the rocks and feeding in the nutrient-rich waters.

Welcome to my hometown! Hop aboard for an authentic 1 hour and 45 minute historical sightseeing tour of Portland, Maine and 3 lighthouses with an experienced guide who is a real local, born and raised in Portland, Maine. Get an insider’s look at the current happenings and rich history of my hometown. We’ll go where other tours go, and then I'll take you places other tours don't - you'll see hidden gems and learn little known facts about Portland and the great state of Maine that only a real local knows! As a college librarian I'm always researching the hidden history of Portland, while at the same time keeping on top of what's new in town and visiting as many local establishments that I can. I take pride in representing this city, and providing an informative and entertaining tour, delivered with a true Mainer's sense of humor. This is The Real Portland Tour! Check my website for a complete listing of tour days, times, and availability.

Portland, Maine is known for its culinary scene, including amazing donuts. With this tour, you'll get to sample from the city's best donut shops, while also learning of Maine's connection to the invention of the donut and the city's history. Your tour guide will take you not only to the most famous of them all, The Holy Donut, to skip the line, but also to local favorites, that are equally delicious.

Step into the world of Let’s Roam, the undisputed champion of app-led scavenger hunts! Imagine strolling through city streets, hunting down top landmarks and uncovering secret gems, all while tackling brain-teasing trivia and thrilling challenges. Whether you’re collaborating with your crew or igniting friendly rivalry, every moment is a chance to learn something new and craft unforgettable memories. From casual hangs to epic bachelorette blowouts, birthday bonanzas, or team-building triumphs, Let’s Roam Scavenger Hunts are the ultimate choice for adventure seekers of all kinds. Each player gets to choose their interactive role, ensuring everyone has a blast with challenges tailored just for them. So, rally your squad, lace up your adventure shoes, and get ready to explore like never before with Let’s Roam! It’s time to turn any outing into an epic escapade filled with laughter, discovery, and the thrill of the hunt. Let’s make memories—let’s roam!

Sail with us for a two-hour morning Windjammer Sail on Casco Bay in Portland, Maine. This is the perfect way to experience the beauty of the rugged coastline, complete with lighthouses, seals, and seabirds. (NOTE: This is NOT a narrated tour, but our crew is happy to answer any questions you have about the sites). All ages are welcome, whether you are nine years old or 99, sailing aboard one of our Maine historic schooners is a unique adventure. See Fort Gorges, Bug Light Park, and the beautiful Portland coastline. Pack a meal, bring your favorite wine or beer, and sit back and relax as you slip through the pristine waters of Casco Bay. All of our wooden windjammers were built in Maine and three are listed on the National Register of Historic Places.

Sail with us for a two-hour Windjammer Sail on Casco Bay in Portland, Maine — the perfect way to experience the beauty of the rugged coastline, complete with lighthouses, seals, and seabirds (NOTE: This is NOT a narrated tour, but our crew is happy to answer any questions you have about the sites). Pack a meal, bring your favorite wine or beer, and sit back and relax as you slip through the pristine waters of Casco Bay. All ages are welcome! Whether you are nine years old or 99, sailing aboard one of our Maine historic schooners is a unique adventure. All of our wooden windjammers were built in Maine and three are listed on the National Register of Historic Places.

The most comprehensive tour of Portland! Hop on board a trolley and relax as we show you around. The tour covers all of our most famous sights on the Portland peninsula. Towards the end of the tour, we make a 20-30 minute stop out at Portland Head Light in Cape Elizabeth.

A fully narrated 60-minute scenic cruise through busy Casco Bay and its innermost islands to see lighthouses, forts, lobster boats, seals, and seabirds. As many as four lighthouses can be seen including a close up view of Portland Head Light, Maine’s oldest and most photographed lighthouse.