Two Hour Lighthouse Bicycle Tour from South Portland-Mellow
Our 2-Hour tour leaves at 9 am or 3 pm and follows the scenic South Portland Greenbelt Pathway to two local lighthouses. The first stop on the tour will be Portland Br...
The same city on Viator (Tripadvisor's marketplace), top rated first: a third place to compare dates and prices.
For the operators we researched and recommend, see our food tours and cooking classes in Portland, Oregon, or the experiences overview.
Also bookable on Viator
Guided RIB Boat Adventure of Portland
Depart with us from bustling Portland Harbor as we tour one of Maine’s most picturesque boating destinations. Casco Bay is littered with islands, historic forts, wildl...
Sunset & Scenic Private Boat Tour of Portland & Casco Bay
Private Casco Bay Cruise – Up to 5 Guests Experience the beauty of Maine’s coast on a private 2-hour tour through the scenic Casco Bay islands. This intimate charter i...
Half Day Kayak Rental on Sebago Lake
The Must-Do Sebago Lake Experience! Explore the panoramic views of Sebago Lake with our unbeatable rental package! With our EZ Launch system, you'll enjoy easy access...
Portland Explorer: Working Waterfront Walking Tour with Seafood
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 p...
Guardians of the Harbor Trolley Tour
Hop on the “Guardians of the Harbor” trolley tour, a narrated journey with three lighthouse stops. Explore Portland’s maritime history and scenic beauty, disembarking ...
Private White Mountains Tour with Mount Washington Cog Railway
Experience the breathtaking beauty of New England’s White Mountains on this private guided tour from Portland, Maine. This full-day adventure combines spectacular moun...
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 private tour is done in our larger passenger van tha...
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 groups. No shared travelers — just your group, your ...
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. This thoughtfully curated experience blends gran...
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 e...
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 move through an all-levels flow while breathing i...
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 maritime history, enjoy stunning ocean views, a...
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 hour morning tour of Northwest Casco Bay! We will ...
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 just your group, a local guide, and five hours...
2 Hours Sunset Private Charter on Heart's Desire in Casco Bay
This two-hour sunset private sail is the perfect way to experience Maine's sunset on the coast - complete with lighthouses, seals, and seabirds. Sail aboard Heart's D...
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 coastline! Start with Bath, home to the towerin...
Private Group Sensory Wine Tasting or Wine and Yoga in Maine
What sets this experience apart is that it is designed around your group and brought directly to you. Choose a private sensory wine tasting or begin with an all-level...
Private Half Day Sailing Charter in Portland Maine
A half-day sailing charter offers a unique and personalized way to explore the stunning Maine coast. Departing from downtown Portland, this private experience aboard S...
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 s...
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 and merchant blocks rich with stories of sailors...
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...
Private Vacation Photoshoot with Photographer in Portland
⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of experience p...
Portland, Maine: Black History Guided Walking Tour
Trace the steps of the Black Portlanders who moved our city, state, and country closer to the ideals of freedom, democracy, opportunity, and equality. Maine’s earliest...
Portland, Maine: Hidden Histories Guided Walking Tour
Meet Portland and the people—of all backgrounds and identities—whose wit and grit have made Maine's largest city what it is today. Your locally-raised guide will capti...
The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local
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...
Private Sunset Charter on a Vintage Lobster Boat with Drinks
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 ...
Paint Portland, Maine: Small Group Outdoor Painting Experience
Immerse in and interpret the natural beauty of Maine by capturing the moment in a painting. We will hike and paint on location. No experience necessary. This is an all...
Portland's Best Craft Beverages Bus Tour
Most recognize Portland, Maine for its vast selection of local craft breweries. And while we retain the title for ‘most breweries per capita,’ we’re experiencing profo...
Portland Explorer | Maine History, Culture, & 3 Lighthouses Tour
Skip the city and head straight to the coast on this dedicated lighthouse tour of Maine’s best lighthouses. Explore three iconic beacons that have guided sailors for c...
Casco Bay Half-Day Sea Kayak Tour
Explore the beautiful islands of Casco Bay in this four-hour sea kayak tour. After a brief lesson on the basics of sea kayaking, you'll set out with a licensed Maine G...
Sea Kayak to an Island Tour in Casco Bay
Learn the basics of sea kayaking on land before launching at Mere Point in Brunswick for a leisurely 3 hour morning tour of Northwest Casco Bay! Often we paddle south...
Lighthouse Bicycle Tour from South Portland with 4 Lighthouses
Our 3-Hour tour leaves at 11:00 am and follows the scenic South Portland Greenbelt Pathway to three local lighthouses. The first stop on the tour will be Portland Brea...
Casco Bay Morning Windjammer Sail
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...
A Walk Through Time Tour in Portland
Curious about Portland's history with railroads, fires, wars, famous poets and Hollywood producers? Join us for a Walk Through Time! This tour begins on Commercial Str...
Sunset Lighthouse Cruise Along Casco Bay
Embark on an unforgettable 1.5-hour cruise along Maine's breathtaking coastline at sunset. See four of Maine's most iconic lighthouses, spot seals and seabirds, and ta...
Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour
Board the Elizabeth Grace for this exclusive one-of-a-kind experience. Whether you are a local or visiting from away, the stone fortresses built in the early 19th cent...
Private Sightseeing Charter on a Vintage Lobster Boat with Drinks
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 throug...
Sunset Sea Kayak Tour on Casco Bay
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...
Portland Bicycle Tour with 5 Lighthouses and XL Lobster Roll
Discover Portland Maine and the shores of Casco Bay by bicycle! Join us for the 5 lighthouse bicycle tour of Portland, Maine featuring the Maine coast, lighthouses, an...
Vintage Fire Truck Sightseeing Tour of Portland Maine
This 50-minute sightseeing tour is a fun and unique way to discover Portland, Maine. Board a Vintage Fire Engine and travel back in time as your knowledgeable guide he...
Sunset Lighthouse Cruise
This 105 minute cruise offers guests a chance to relax and unwind as we make our way around the inner islands and lighthouses of the bay at dusk. Enjoy evening breezes...
Old Port Culinary Walking Tour from Portland
- Portland's culinary culture is made up of many kinds of artisan food and beverage entrepreneurs from bakers, brewers and chefs to confectioners and more - wherever t...
Harbor Lights and Sights Cruise
Explore the bustling inner harbor, Diamond Pass, and the main shipping channel to get close up views of civil war era forts and as many as 4 lighthouses that guide mar...
Portland Walking Food Tour – Warm Donuts, History & Hidden Gems
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 o...
Port City Lights Cruise
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 fou...
Morning Lighthouse Cruise Along the Coast of Portland Maine
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...
Oyster Farm & Complimentary Tasting Sea Kayak Tour in Casco Bay
Tasting oysters harvested from the ocean where they were grown is significantly different and better than eating them at an oyster bar, especially when you just shucke...
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 lobs...
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 peninsul...
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 parti...
Sunset Windjammer Cruise Along the Coast of Portland Maine
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...
Large Group Private Wooden Boat Sightseeing & Lighthouse Charter
100% Private Charter for Groups up to 16 — Flat Rate Pricing This exclusive 2-hour boat tour is designed for private groups seeking an authentic, intimate experience ...
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 cru...
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...
Afternoon Windjammer Cruise Along the Coast of Portland Maine
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 lighthous...
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 g...
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, hi...
Walk With Ghosts in Portland
The most immersive way to see Historic Portland is on foot. Our 1 hour 15 minute walking tour takes you down the cobblestone pathways of our historic city in search of...
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 vis...
Afternoon Lighthouse Cruise Along the Coast of Portland Maine
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 ...
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 wa...
Private Portland Head Light & Midcoast Explorer
Experience the beauty of coastal Maine on this private guided tour featuring iconic landmarks, scenic harbors, and charming coastal villages. Your journey begins at Po...
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 co...
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 ...
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 ...
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’...
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 a...
Casco Bay: Private Afternoon Charter on Heart's Desire
This two-hour afternoon private cruise is the perfect way to experience Maine's coast, your special event, or a family get-together that will never be forgotten. Ride...
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 o...
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 boa...
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 sel...
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 e...
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-solvin...
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 uncoverin...
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. ...
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 ...
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, and fishy tales. Venture through the city’s hi...
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...
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 particip...
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 t...
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 apocal...
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). ...
Phantoms Penance and Poltergeists Portland ME Ghost Tour
As night falls on Portland’s historic waterfront, discover why this is the #1 ghost tour in Portland, ME. Operating nightly, year-round, this one-mile walking tour is ...
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 pers...
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 you...
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 s...
Casco Bay Sailing Escape: Half Day Custom Boat Charter
There are a lot of ways to get out on the water in Maine, but we make every charter feel personal, relaxed, and genuinely memorable. We’re a small, family-run sailing ...
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 ...
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 wil...
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 ...
The Maine Morning: Coastal Yoga + a Taste of Portland
Begin your morning with an all-levels coastal yoga flow overlooking Casco Bay, then savor a taste of Portland with a treat from one of the city’s renowned local bakeri...
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 share...
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 shutt...
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...
Maine Private South Coast Tour Adventure
Discover Maine's picturesque coastline on the South Coast Tour, featuring iconic locations like Nubble Lighthouse and the charming villages of York, Ogunquit, and Kenn...
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...
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 shut...
2 Hour Private Morning Charter on Heart's Desire in Casco Bay
Come sailing aboard Heart's Desire, designed by famed yacht designer - John Alden, measures 53' feet and features some of his trademark design elements. Built in 1925 ...
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 US...