Portland Head

Rated 4.5 Stars, based on 527 Reviews.

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.

Rated 5 Stars, based on 209 Reviews.

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.

Rated 5 Stars, based on 123 Reviews.

Explore the essential food and drinks at the heart of downtown Portland, Oregon on this all-inclusive walking tour led by an experienced, professional, Portland-native guide and standup comedian. Meet local vendors and hear their stories while getting inside knowledge about the city, its history, its food, and its identity. This is your insider access to some of the best-known and best-hidden bites that define downtown. This tour is operated by a small local business, and due to our lean business model and relationship to other local small businesses, we are capable of offering unrivaled value and flexibility.

Rated 5 Stars, based on 315 Reviews.

Explore Portland, Oregon! This signature bike tour is an ideal introduction to the City of Roses. Visit historic Old Town, pedal the Waterfront Park Esplanade, cruise the Green Park Block corridors, Portland State University and explore the Pearl District with our experienced guides and comfortable rides. E-bikes available! Important –  • Minimum age is 10 years • Minimum height of 4'11" to participate

Rated 5 Stars, based on 277 Reviews.

It's all about the bike ride! We like to spend more time riding in the neighborhoods Portlanders love, but always stopping to smell the roses. Start in the inner Eastside at 833 SE Main #121, where we will safely fit you for a bike and helmet, ready for a sweet 8-11 mile ride through a pretty residential neighborhood, to our favorite rose garden, into an art-heavy industrial district, across the sexy Tilikum Bridge, and onto Portland's waterfront. From there, it's a trip along the edge of downtown and more stories, before we head over another bridge back to our shop! You'll visit most of the city's quadrants, ride over two bridges, and along the Willamette River. We'll visit almost-secret beaches, read poetry written in sidewalks and rocks, see public art of every shape, color and texture. And have you tried some of the city's best doughnuts or ice cream? We’ll tell you our favorites! All along the way, we'll tell the stories of the city we love. Bikes, helmets and water provided.

Rated 4.5 Stars, based on 425 Reviews.

Spend a day along Oregon’s gorgeous coastline, filled with dramatic headlands, beaches and historical lighthouses on this tour from Portland. Walk on the beach in the quaint town of Manzanita, explore Short Sands Beach, enjoy spectacular views from Neahkahnie Point,  and explore Cannon Beach, where you’ll explore tide pools at Haystack Rock and enjoy free time to peruse shops and art galleries.

Join Secret Food Tours through Downtown Portland, Oregon. Delight in the fusion of international flavors with locally sourced and crafted ingredients, showcasing the vibrant diversity of the city. Immerse yourself in our city’s rich history, while capturing the essence of Portland’s food scene. You will discover local culinary gems by savoring an array of extraordinary and authentic dishes.

Portland’s famous food carts are scattered all over the city's five (now six) quadrants, over 600 in total, in over 60 pods — collections of food carts! Starting at our shop, 833 SE Main Street #124, we'll put you on one of our lightweight bicycles and guide you on a 8-12 mile (11-17 km) culinary experience through some of our best-loved chefs and makers, sampling everything from Oregon farm-to-table delights to snacks appropriate to late-night cravings. Our focus is on locally-owned businesses with a great story; we’ll take you to a few of our favorites, many of which were important in creating the food cart scene as it exists today. Without these unique and passionate people, we may not have even half of what Portland offers to residents and guests alike. Expect flavors and fusions that tell not only a culinary, but also a cultural, tale. Bikes, helmets and plentiful food samples provided. We keep groups small, so you'll have an intimate experience with your passionate guides!

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 Breakwater Light, also known as "Bug Light" and then the tour will continue to Spring Point Ledge Light, located near historic Fort Preble. Next, the tour will pass by Willard Beach before arriving at the final stop, the famous Portland Head Light located at Fort Williams Park in Cape Elizabeth. It is recommended that patrons bring a lunch or we can assist in purchasing lunch from a local food truck that serves Lobster Rolls.

Learn the story of the Portland, Oregon while enjoying its highest and most intimate viewpoints, smelling roses, wandering through gardens, peaking into a forested park and sampling donuts. After we pick you up at Director Park downtown, we’ll drive up the city's north/south dividing line, head to the summit of King’s Heights, and walk the grounds of the mansion built by a newspaper baron to the view that was once available only to the city’s elite. We'll visit Washington Park, and walk through our favorite secret garden, and into the Rose Test Garden. In season, we'll smell the roses — literally and figuratively! Next: the city center and cultural district. It wouldn't be Portland without a stop for doughnuts, so we'll discuss the history of the city's foundation and the design of these blocks after we duck into one of our favorite shops and grab a treat. We'll visit the South Waterfront, an inner Eastside neighborhood, and give you lots of foodie ideas before we drop you off!

This is our favorite tour! One of the most unique experiences in the world, riding down the historic highway built for Model Ts with the spectacular Columbia Gorge unfolding beneath us. We transport our guests and bikes in comfortable vans, and our guides ride with our small groups for much of the ride. You'll get personal attention and the safest experience we can provide. Beyond the 180 years of pioneers and loggers, before the century-old highway, this was the land of people with a rich mythology. We tell the stories that have been told to us by the indigenous people as best we can. You'll visit waterfalls, with engaged hiking and a leisurely approach to the tour itinerary. We want you to enjoy yourself — whether you are traveling alone or with a big group. Ages 13 and up. (We can accommodate much bigger groups traveling together, please reach out!) Please note there are cars that share the scenic highway.

Feel the thrill of skydiving without jumping out of an airplane. It's true! Head to iFLY Portland, a premier indoor skydiving facility powered by a state-of-the-art vertical wind tunnel. After a training session, you'll experience free-fall conditions with the help of an instructor. No experience is necessary, and afterward, you can take home a personalized flight certificate.

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, and Portland’s history. We have made some modifications to the 5 Lighthouse tour in response to COVID-19. We have modified the tour to allow us not to have guests in our vehicles. As a result of this change, guests will begin biking from the Ocean Gateway and return to the Ocean Gateway by bicycle.  Groups will generally see only 4 lighthouses (Bug Light, Spring Point, Portland Head Light, and Ram Island Ledge). Lunch will be provided by the award-winning "Bite into Maine" Food Truck

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 the waterfront. Visit bustling neighborhoods like Old Port and the Art District, stop at shops and restaurants whenever you please, and breathe in the coastal air. Then take a drive out to the east and west promenades, before swinging down to the famous Portland Head Light lighthouse. It’s the most comprehensive way to experience this unique, quirky city! After booking, check your email to download the separate Audio Tour Guide App by Action, enter your unique password, and access your tour. These steps require good internet/Wi-Fi access. From there, follow the audio instructions and the route. Buy once, use for one year! Ideal for extended visits and return trips over the next 12 months. This isn't an entrance ticket. Check opening hours before your visit.

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 destination. This is a great mode of transportation for those that like to be outside! Music which is provided, is always an option while enjoying the views of Portland.

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 shucked them! Freshness counts! This sea kayaking tour that teaches you the basics of sea kayaking on land before launching at Mere Point in Brunswick to visit a working oyster farm in NW Casco Bay!  After visiting the oyster farm, we'll stop on an island for your lesson on shucking, tasting, and snacks. Learn about aquaculture in Maine and how it improves the health of the bays. Sea kayaking is an easy, fun way to sight see from the water.  We often see different kinds of sea gulls, cormorants, black and mallard ducks, eider ducks, great blue herons, snowy egrets, osprey and bald eagles. If we are lucky, we will see a seal. Paddlers of all ages will love exploring Casco Bay in this protected, scenic, historic area! No experience is needed. Single and double kayaks are used on this eco-guided tour by a Master Maine Guide.

Portland is justly famous for both its craft roasted coffee and its doughy sweets — ride and explore in a 6-8 mile bike tour. 10 a.m. daily. Bike, helmet, one doughnut and one coffee included! At our shop at 833 SE Main Street #121, we are also in the literal center of Portland’s craft coffee roasting icons (three of the city’s best roasters surround our block). We'll begin with coffee, tea or hot cocoa at a shop that roasts its own beans, and sample some single-origin coffee so we'll be ready for lots of sweets to come. The itinerary will vary based on doughnut shop hours, we'll typically introduce you first to a hidden gem of a shop — the one locals prefer — then head to the another favorite shop (famous for their apple fritters!) Portland’s doughnut scene isn’t just about eating pastries; it’s also about the culture that makes it possible. Did you know the doughnut-loving Homer Simpson was based off a Portlander? Which came first, the Homer doughnut or the city’s doughnut boom?

Our small group eastside makers and artisans walking tour takes you to the side of the river where the hotbed of innovation has always been, across from downtown Portland in a neighborhood packed with breweries young and old. We'll head toward the river from our inner Eastside shop into an industrial neighborhood rich with food and art, exploring the past and the present of Portland's craft culture. Portland was a leader in the DIY culture and is home to every kind of food and beverage, from tea and kombucha to coffee and handmade soda; candies to hot sauces; imports and things made of recycled goods right in the warehouse district. All of these thrive in this neighborhood, where Around Portland Tours makes its home. The tour in total is 2-3 miles of walking, with tastes of tea and a snack as well. We always keep groups very small, so you'll have an intimate experience with your passionate guides!

Our tour begins with a cruise across the river to the most expensive floating homes on the Willamette. We then usually head down the historic Holgate channel on Portland's own "Jungle Cruise" to the spectacular city riverfront where we'll sail close to shore and then ease the sheets for a fun run up the west side of Ross Island and then back to the dock.

Embark on an unforgettable boat tour of Casco Bay in Portland, Maine, where nature, history, and natural beauty intertwine. Our journey begins as we glide past the majestic Fort Gorges and historic Fort Scammel. When the tide permits, we are able to disembark onto Fort Gorges for a quick side-adventure. Next, we’ll cruise by the spark plug-style Spring Point Ledge Light perched on the granite breakwater of South Portland. The iconic Portland Head Light awaits us on the rugged cliffs of Cape Elizabeth, offering breathtaking ocean views followed by the eery and majestic abandoned Ram Island Ledge Light. We’ll then marvel at the stunning White Head Cliffs on Cushing Island and navigate through the scenic Diamond Pass, glimpsing all of Peaks Island's charm. Our adventure culminates at Half Way Rock, where we will hope to spot seals basking on their favorite sun-drenched rocks. Join us for this captivating tour, unveiling Maine’s rich heritage and natural splendor!