Things to Do in Portland
Showing 51–97 of 97 activities
Mobsters and Lobsters -True Crime in Portland's Old Port
Step into the shadows of Portland’s past on this thrilling true crime tour, where secrets lurk behind historic facades a
Portland Lighthouse Boat Cruise with Oysters & Prosecco
Set off on a refined culinary adventure through the serene waters of Casco Bay. Your journey begins at Portland Beer Hub
Southern Maine Private Tour: Kennebunkport & Nubble Lighthouse
This is a fully private Southern Maine coastal experience designed exclusively for your party (2–5 guests). No bus group
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 gr
Private Portland to Cape Ann, MA Castles & Coast
Discover coastal New England on this private day tour from Portland, Maine to Massachusetts’ North Shore and Cape Ann. T
Private Portland Lighthouses and Kennebunkport Tour - 12 Pax
All our tours take place in a comfortable vehicle with a local driver-guide and can be tailored to your pace. This priva
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 th
New Hampshire White Mountains Day Tour
Our White Mountains Day Tour offers more than just scenic views—it’s a thoughtfully curated journey through New Hampshir
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 str
Stand Up Paddleboard Tour with Complimentary Oyster Tasting
Learn the basics of stand-up paddle boarding on land before launching at Mere Point in Brunswick for a leisurely 2.5 hou
Kennebunkport, York and Portsmouth NH Private Tour
Explore the charming coastal towns of Kennebunkport, York, and Portsmouth on this private day tour. Delve into the rich
Coastal Flow A Maine Yoga Experience
This is more than just a yoga class, it’s a sensory coastal experience. Set against the backdrop of Casco Bay, you’ll mo
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
Scenic Sebago Lake Historical Tour by Kayak
Kayak through the natural Maine wilderness and vast lake views for an on the water adventure. This two hour guided tour
Private Vacation Photoshoot with Photographer in Portland
⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly a
Private Portland to Camden & Midcoast Lighthouse Experience
Join us for an exciting **Private Coastal Tour from Portland to Camden**, exploring the beauty and history of Maine’s co
Self-Guided Audio Tour of Portland’s Historic Old Port District
Discover the vibrant history of Portland’s Old Port on this engaging walking tour. Wander through cobblestone alleys a
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, explo
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 bu
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
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 al
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
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
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 (provid
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
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
Portland Pedicab Taxi Reserve
It is the only regularly operating pedicab in Portland. Portland Pedicab creates the feeling of joy for all by allowing
Folklore and Fishy Tales Portland Outdoor Escape Game
Uncover the mysteries of Portland’s history with an innovative outdoor escape game that weaves together facts, folklore,
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 help
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 wa
Maine Private South Coast Tour Adventure
Discover Maine's picturesque coastline on the South Coast Tour, featuring iconic locations like Nubble Lighthouse and th
Private EBike Tour Portland Maine
Some cities are best seen from a car window. Portland, Maine is not one of them. On this fully private e-bike tour, it's
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 Gl
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 th
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, w
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
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 coastl
Intimate Portland Public Sunset Cruise
Witness the stunning sunset over Casco Bay on this two-hour public powerboat cruise aboard the classic Maine-built vesse
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
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 stree
Portland Maine Puzzling Adventure Scavenger Hunt Walking Activity
Experience the enchanting history of Portland through a captivating exploration! Solve intricate riddles and uncover loc
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
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 powerboa
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
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? E
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 sea
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 h
Other destinations near Portland
Travelers visiting Portland also consider these nearby experiences.