Looking for the perfect experience gift in Portland, Maine? Whether it's a birthday, anniversary, or just-because moment, nothing beats giving someone a real experience. We've curated the best local activities and adventures in Portland — from adrenaline-pumping track days to relaxing food tours and everything in between. Every experience listed here can be booked directly through the original operator, so you're always getting the real deal.
Things to Do in Portland
- Portland Jetport (PWM) to Portland - Round-Trip Private Transfer - Book your private transfer from Portland International Jetport (PWM) to Portland hotels and return. Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our pri (from $0.00)
- Private Transfer from Portland Port to Portland Jetport (PWM) - Book your Private Transfer from Portland Cruise Port to Portland International Jetport (PWM). Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private, (from $0.00)
- Portland to Portland Jetport (PWM) - Departure Private Transfer - Book your private Departure transfer from Portland hotels to Portland International Jetport (PWM). Your driver will be waiting for you at a scheduled time and you will travel comfortably to your dest (from $0.00)
- Portland Jetport (PWM) to Portland - Arrival Private Transfer - Book your private Arrival transfer from Portland International Jetport (PWM) to Portland hotels. Your driver will be waiting for you at a scheduled time and you will travel comfortably to your destin (from $0.00)
- Private Transfer from Portland city to Portland Cruise Port - Comfort Transfer from Portland city hotels to Portland Cruise Port up to 15 passengers (For party over 7 passengers can be provided one big minibus or two minivans). All Vehicles fully licensed and i (from $0.00)
- Scavenger Hunt in Portland, Maine by Zombie Scavengers - Use an app to survive a zombie apocalypse in Portland . In Zombie Scavengers, explore the city however you'd like to search for items needed to survive a zombie apocalypse. You'll get points for findi (from $0.00)
- Private Yacht Tour in Portland, Maine 2hr, 4hr and 6hr Available - Explore the stunning scenery and rich maritime history of Casco Bay on a private 2hr, 4hr or 6hr powerboat cruise. Ideal for families, friends, or small groups, this exclusive charter offers a persona (from $0.00)
- Unique Scavenger Hunt Experience in Portland by Wacky Walks - 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 (from $0.00)
- Adventurous Scavenger Hunt in Portland, ME by 3Quest Challenge - Walk around Portland while completing the 3Quest Challenge scavenger hunt! Use our app to find a list of objects (provided in riddle form) around the city and participate in fun challenges for points. (from $0.00)
- Scavenger Hunt Adventure in Portland by Crazy Dash - 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. C (from $0.00)
- Portland Axe Throwing and Two Local Breweries Van Tour - Start your experience with a guided tasting at a top local brewery, where you’ll sample a selection of expertly crafted beers. Then, gear up for an adrenaline rush as you test your skills with an hour (from $0.00)
- Private Transfer from Portland Cruise Port to Portland city - Book your Private Transfer from Portland Cruise Port to Portland city hotels or any addres. Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private, d (from $0.00)
- Sail Portland Maine's Lighthouse Cruise - Escape the crowds and embrace adventure with a cruise aboard our classic motor yacht, the Calista Ann! Whether you're a seasoned sailor or a first-timer, our Coast Guard certified professional captain (from $0.00)
- Portland Walking Tour Craft Beverages, Local Lore and Donuts - Experience Portland’s newest tasting tour from the creators of the city’s original donut walk, featured in the Boston Globe. Get a taste of the city's sweet side during this guided afternoon walking t (from $0.00)
- Portland Pedicab Taxi Reserve - It is the only regularly operating pedicab in Portland. Portland Pedicab creates the feeling of joy for all by allowing passengers to spend the time viewing Portlands scenery while heading to their de (from $0.00)
- Portland Maine Puzzling Adventure Scavenger Hunt Walking Activity - Experience the enchanting history of Portland through a captivating exploration! Solve intricate riddles and uncover local gems while learning fascinating trivia about the city's roots. This adventure (from $0.00)
- Portland Underground Railroad Self Guided Audio Walking Tour - 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. (from $0.00)
- Private Portland Sunset Powerboat Cruise in Casco Bay - Witness the stunning transformation of Portland Harbor and Casco Bay during a private sunset powerboat cruise. Aboard the classic Avelinda, enjoy a two-hour journey as the sun sets, painting the sky w (from $0.00)
- Stand-Up Paddle Sunset Tour in Portland - The hour just before sunset is the best time for stand-up 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 leisu (from $0.00)
- Portland Tall Ship Private Charter on Casco Bay - What better way to see the delights than in the style of a private charter for you and five friends or family members? Experience the beauty and serenity of the rugged coastline as you gaze upon seabi (from $0.00)
- Intimate Portland Public Sunset Cruise - Witness the stunning sunset over Casco Bay on this two-hour public powerboat cruise aboard the classic Maine-built vessel, Avelinda. As the sun sets, enjoy picturesque views of iconic lighthouses like (from $0.00)
- Boothbay, Freeport and Maine Botanical Gardens Private Day Tour - Experience the beauty of Maine’s central coast on a fully private, all-day tour designed just for you. Unlike crowded bus tours, our small-group experience offers personalized attention, comfort, and (from $0.00)
- Camden, Rockland, Pemaquid, and Belfast Private Tour - Join us for an exciting Private Coastal Tour from Portland to Camden, exploring the beauty and history of Maine’s coastline! Start with Bath, home to the towering USS Wyoming sculpture and rich ship (from $0.00)
- Private Day Tour of Salem MA, from Portland ME - Unlike large group bus tours, this experience is designed to be personal, flexible, and immersive. You’ll walk the streets of Salem with a knowledgeable guide who doesn’t just point out landmarks but (from $0.00)
- The Maine Experience: Coast, Culture & History - This isn’t just another sightseeing trip—it’s a curated journey through Maine’s most iconic landmarks and hidden gems, woven together into one unforgettable day. From the elegance of Portland Head Lig (from $0.00)
- Castles of Cape Anne, Massachusetts - Private Day Tour - Experience the beauty and history of Ipswich and Cape Ann on this private tour. Wander Castle Hill’s grand estate, explore Ipswich’s heritage, and enjoy Gloucester’s seaside character. When available, (from $0.00)
- Experience Portland's Waterfront Public Scenic Powerboat Cruise - Experience the stunning beauty of Casco Bay on a personalized intimate (up to 6 guests per trip), public 2-hour powerboat cruise. Whether you're looking for a scenic sightseeing tour, an up-close enco (from $0.00)
- Holiday Scavenger Hunt in Portland by Holly Jolly Hunt - Holly Jolly Hunt is a scavenger hunt that is played using an app on your smartphone, that brings your entire family and friends together for holiday cheer. During the adventure you’ll be seeking out a (from $0.00)
- Fun Scavenger Hunt in Portland, ME by Operation City Quest - Operation City Quest of Portland is a great way to see the city! Use an app to submit photos of items you find around the city and challenges you complete for points. The items and challenges can be c (from $0.00)
- Amazing Scavenger Hunt: The Maine Event - 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 (from $0.00)
- Portland, Maine Madness Scavenger Hunt - Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your p (from $0.00)
- Ultimate Portland Self-Guided Driving GPS Audio Tour - Experience historic architecture, harbor views, and rich seaside culture with this driving tour of Portland, Maine! Cross the cobbled streets of Old Port, chock full of shops, restaurants, and bars, a (from $0.00)
- Maine Whale Watching Tour in Portland - 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 (from $0.00)
- Murder Mystery Detective Experience in Portland ME - Step into the shoes of a newly-minted detective, tasked by Commander Mahoney to solve a gripping case. murder on the streets of Portland. Throughout this crime-solving audio adventure, visit each of (from $0.00)
- Portland Maine Self-Guided Driving & Walking Audio Tour Bundle - Explore the beauty and history of Portland with this combo of a walking and driving tour. Dig deep into the city’s history as you stroll down cobblestone streets and admire old brick architecture by t (from $0.00)
- Seven Portland Lighthouses Tour - 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 lighthou (from $0.00)
- Audio Guided Walking Tour from Old Port of Portland, Maine - On this smartphone-guided adventure, you'll see Portland’s historic streets and discover its stories. Go at your own pace, anytime. The tour never expires. The tour is professionally produced with p (from $0.00)
- Portland's World of Flavors Tour - Introducing Portland’s World of Flavors Walk highlighting hidden gems and great flavors that give Portland its cosmopolitan flair. Enjoy this walkable city with a big palate on our international journ (from $0.00)
- Portland Maine Self-Guided Walking Audio Tour - Explore the charm, history, and vibrant culture of Portland, Maine with this self-guided walking tour! Immerse yourself in the sights and sounds of this picturesque coastal city as you traverse the co (from $0.00)
- Maine’s Mid Coast Private Day Tour from Portland - Embark on an exclusive private tour of Maine's enchanting central coast and starting in the vibrant city of Portland. In just one day, immerse yourself in the region's finest highlights. Led by knowle (from $0.00)
- 2-Hour Portland Old Port Ghost Walking Tour - Step back in time to the bustling 18th Century port, where shipbuilding, trade, and whispers of strange occurrences at sea filled the air. Known for its picturesque waterfront, historic architecture, (from $0.00)
- Portland Tall Ship Cruise on Casco Bay - What better way to see the delights of Portland than from the sea in one of the famous schooner tall ships. Join us for this mid morning cruise that will make your visit to Portland live long in the m (from $0.00)
- Small Group Sunset Lighthouse Boat Cruise With Local Drinks - Board the Elizabeth Grace to cruise around Portland Harbor while sipping local craft beer. This 1.5-hour harbor cruise will take you out into Casco Bay. Keep your eyes open for potential seal sighting (from $0.00)
- Around The Peninsula Bike Tour - Discover the rich history and stunning architecture of the City of Portland . Only 3.5 miles long and 3/4 miles wide, the Portland peninsula is packed full of food, history, and culture. This 2.5-hour (from $0.00)
- Maine Fall Foliage Private Lobster Boat Cruise with Local Drinks - Experience COLORFUL Maine on this 2-hour sightseeing tour, where you’ll take in the vibrant fall foliage and the best coastal sights in the Portland area. It doesn’t get any more “New England” than th (from $0.00)
- Large Group Private Wooden Boat Sightseeing & Lighthouse Charter - 100% Private Charter for Groups up to 15 — Flat Rate Pricing This exclusive 2-hour boat tour is designed for private groups seeking an authentic, intimate experience on Casco Bay. Unlike crowded publ (from $0.00)
- Small Group Afternoon Lighthouse Boat Cruise With Local Drinks - 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 (from $0.00)
- 6 Hours Private Lighthouses and Kennebunkport Tour in Portland - All of our tours are done in a comfortable vehicle with a local driver guide and can be done at your pace. Tours can always be customized to your interests. This particular tour will show you all the (from $0.00)
- Discover Portland City and Lighthouse Tour - 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, w (from $0.00)
- Old Port "Seafood Lovers" Walking Lunch Tour in Portland, Maine - Learn about Maine's most famous crustacean and the men and women who make their living from trap to table. Stroll along Portland's vital working waterfront , view lobster boats often unloading their c (from $0.00)