Portland tours, things to do and tickets
The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local
Duration: 2 hours
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.
$69*Per person
Portland: Best of Maine Lighthouse Scenic Cruise
Duration: 2 hours
Explore the sights and scenes of Casco Bay on a fully narrated scenic cruise. See major sights like Portland Head Light and Spring Point Ledge Lighthouse as well as local wildlife in the bay.
$47.25*Per person
Discover Portland City and Lighthouse Tour
Duration: 2 hours
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.
$54*Per person
Portland Explorer | Maine History, Culture, & 3 Lighthouses Tour
Duration: 2 hours
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 centuries, each offering a chance to delve into their rich history. While most lighthouses aren’t open for tours, you’ll still get up-close views and plenty of opportunities to admire their stunning architecture and scenic surroundings. As you navigate through Portland’s picturesque coastline, you’ll be surrounded by breathtaking views that are as storied as they are beautiful. This focused, relaxed tour is the perfect way to connect with maritime past while soaking in the charm of Maine’s coastal landscape.
$69*Per person
Vintage Fire Truck Sightseeing Tour of Portland Maine
Duration: an hour
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 helps relive Portland’s colorful history from a local’s perspective. See lighthouses, Civil War forts, city parks and buildings, interesting stories and a multimedia experience packed with historic images of Maine. This is one family-friendly tour you should not miss out on!
$42*Per person
Portland: Trolley City Tour with Portland Head Light Stop
Duration: 2 hours
Jump aboard a trolley to join a fully-narrated sightseeing tour of Portland's diverse historic and hidden gems accompanied by engaging and informative guides.
$54.94*Per person
Harbor Lights and Sights Cruise
Duration: 2 hours
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 mariners into Portland Harbor.
$54*Per person
Portland, Maine: Hidden Histories Guided Walking Tour
Duration: 2 hours
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 captivate you with extraordinary, exciting, and surprising stories largely left out of the history books. Get ready to broaden your sense of what Portland and Maine have been and could be.
Brick sidewalks beneath your feet and beautiful Victorian-era buildings nestled around you, we'll casually stroll Portland’s lush, historic Old Port toward the sparkling waters of Casco Bay. We’ll see where Indigenous Wabanaki leaders made their earliest relationships with European colonizers and walk together through the centuries.
Enjoy an inclusive, empowering, and surprising constellation of tales that offers a welcome contrast to the more obvious themes you’re likely to experience on other tours. You'll enjoy 2 hours of narration over a 1.5-mile route with owner and guide, Dugan Murphy. He is Portland's top-rated guide on TripAdvisor!
$54*Per person
Portland, Maine: Tour in Vintage Fire Engine
Duration: an hour
Join a 50 minute fully-narrated tour of Portland while aboard an open air fire engine.
$36*Per person
A Walk Through Time Tour in Portland
Duration: 2 hours
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 Street and continues for 2 hours through the historic Old Port, downtown and waterfront areas, sharing highlights of Portland's history since 1632.
Some of the locations we may feature on your tour include; the lobster statue, the home of Henry Wadsworth-Longfellow and his place of worship, the Eastern Cemetery, the Abyssinian Church, the U.S. Customs House and more.
***Tour duration is two "ish" hours, based on guest engagement and pace of the group. Planning on 2.5 hours for arriving early to check-in and make it back to your vehicle post tour is recommended.
$48.99*Per person
Portland, Maine: Sightseeing Trolley Tour with a Guide
Duration: an hour
Take in Portland's history and sights on this trolley tour. Hop aboard a classic trolley with an experienced guide, and learn about sites such as the Portland Observatory and Victoria Mansion.
$34.65*Per person
Old Port Culinary Walking Tour from Portland
Duration: 2 hours - 3 hours
- 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 taste and creativity meet!
- We combine a unique combination of social history, culinary education, the stories of talented entrepreneurs and current award-winning food scene narrated by friendly and engaging local guides
- This tour visits 4-5 venues where you will enjoy a mix of Maine/Maine-inspired cultural, up-and-coming, and trending fare, plenty for lunch with a sweet treat to cap it off.
$159.99*Per person
Portland: Sightseeing Cruise to Portland Head Light
Duration: an hour
Climb aboard a spacious boat with indoor and outdoor seating and enjoy a fully-narrated cruise in Portland. Discover Casco Bay and see iconic lighthouses, forts, lobster boats, seals, and seabirds.
$35*Per person
Portland, Maine: 2-Hour Guided History Tour
Duration: 2 hours
Walk through Portland's exciting old town. This 2-hour guided tour is packed with historic landmarks and commentary from a local history expert.
$49.99*Per person
Portland: Schooner Tall Ship Cruise on Casco Bay
Duration: 2 hours
Soak in the views of Portland, Maine aboard a famous schooner tall ship. Cruise the rugged coastline of Casco Bay and catch sight of seals, lighthouses, and coastal wildlife.
$102.5*Per person
Portland: Old Port Culinary Walking Tour
Duration: 3 hours
Eat your way through one of Maine's most "foodie" centric cities on this culinary walking tour of Portland. Enjoy a leisurely walking tour that carves a path through the streets of the charming Old Port educating you on local food, drinks, and history.
$139.99*Per person
Portland Tall Ship Cruise on Casco Bay
Duration: 2 hours
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 memory.
$99.08*Per person
Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks
Duration: 2 hours
Portland, Maine’s harbor is packed with treasures waiting to be discovered. Aboard the Elizabeth Grace, with local craft beers in hand, enjoy a stunning journey through the waters.
$105*Per person
Portland Walking Food Tour – Warm Donuts, History & Hidden Gems
Duration: an hour
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.
$65*Per person
Portland, Maine: Hidden Histories Guided Walking Tour
Duration: 2 hours
Explore Portland's downtown, Old Port, and working waterfront on foot in a small group with a locally-raised guide. Hidden histories are revealed about folks and events left out of the history books.
$49*Per person
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