Portland, Australia Port Guide

Join a local guide born and raised in Portland for an authentic 1-hour and 45-minute tour of the city’s history and three lighthouses. This insider’s experience visits both popular landmarks and hidden places other tours miss while covering rich history and current happenings.

Meet the diverse people of all backgrounds whose wit and grit shaped Maine's largest city on this walk across brick sidewalks with a locally-raised guide. You will hear extraordinary, surprising stories omitted from history books that broaden your perspective of Portland and Maine’s past and potential.

Trace the steps of Black Portlanders who moved the city, state, and country toward the ideals of freedom and equality through labor, skill, and insight. Meet the Black Yankees who founded Maine communities, overturned statewide slavery, drove maritime industries, and gained political influence.

Leave the crowds behind for a private 2-hour vintage lobster boat charter through Casco Bay’s islands to see lighthouses, 19th-century forts, and a breathtaking Maine sunset. Perfect for families, this sightseeing experience showcases the state's most iconic coastal sights and stunning coastline.

Skip the city for a dedicated coastal tour of three iconic Maine lighthouses to admire their architecture and learn about their rich history. Though most are not open for internal tours, you will get up-close views and see the stunning scenic surroundings.

This 2-hour Walk Through Time tour from Commercial Street explores Portland's history since 1632, covering railroads, fires, wars, poets, and Hollywood producers. Visit the Old Port, downtown, and waterfront to see landmarks like the lobster statue and historic homes.

This 3-hour tour departs at 11:00 am and follows the scenic South Portland Greenbelt Pathway to Bug Light, Spring Point Ledge Light near Fort Preble, and Willard Beach. The journey concludes with a visit to the famous Portland lighthouse.

Board the Elizabeth Grace for an exclusive experience viewing the early 19th-century stone fortresses in Portland Harbor. These imposing structures are captivating reminders of coastal defense that are otherwise difficult for visitors to access.

This 100% private 2-hour vintage lobster boat charter departs from the Old Port to view four iconic lighthouses, historic forts, and the coastline of Casco Bay. Perfect for families and small groups, this private experience allows you to see the sights while avoiding the crowds.

Explore Casco Bay on a four-hour small-group sea kayak tour with a licensed Maine Guide that includes a basic lesson and an island snack break. You will island-hop to look for seals and seabirds while enjoying views of lighthouses, 19th-century forts, and other landmarks.

This 1.5-hour sunset cruise through Casco Bay aboard the 39-foot classic boat Ruth features four iconic lighthouses, historic forts, seals, and seabirds. Guests are invited to unwind along the breathtaking coastline while bringing their own beer, wine, and meals.

Known for having the most breweries per capita, Portland is also seeing growth in local spirits and wine, particularly in neighborhoods like East Bayside. This craft beverage scene caters to every taste with small-batch offerings such as those from Three of Strong.

Sail Casco Bay for two hours on a morning Windjammer cruise to see lighthouses, seals, seabirds, and the rugged coastline. This non-narrated tour is open to all ages from nine to 99, and the crew is available to answer any questions.

Experience the beauty and history of the Acadia and Bar Harbor area on this full-day, 10-to-12-hour adventure from Portland. The trip includes three hours of travel each way, broken up by scenic photo stops to see rugged shorelines, crashing waves, and sweeping overlooks.

Immerse yourself in Maine's natural beauty by hiking to a scenic location and capturing the landscape in a painting. This all-levels class welcomes both beginners and experienced painters, and no prior experience is necessary.

Join a Master Maine Guide for a 3-hour morning kayak tour of Northwest Casco Bay, starting with land-based basics and launching from Mere Point in Brunswick. The trip features a photo op at the end of the point, island exploring with snacks, and a return via a different route.

Relive Portland’s colorful history from a local perspective on this 50-minute family-friendly vintage fire engine tour. A knowledgeable guide shares stories and a multimedia experience of historic images while visiting lighthouses, Civil War forts, city parks, and buildings.

Discover Portland and Casco Bay on a five-lighthouse bicycle tour, though groups generally see four: Bug Light, Spring Point, Portland Head Light, and Ram Island Ledge. This trip explores the coast and history and includes lunch from the award-winning Bite into Maine food truck.

Enjoy a leisurely two-hour sunset paddle from East End Beach into the islands of Casco Bay when the sky is colorful and the seas are calm. This tour offers panoramic views of the city as you paddle along the waterfront during the best time of day.

Cruise the tranquil waters of Casco Bay for 1.5 hours aboard Ruth, a 39-foot classic picnic-style boat, to see lighthouses, forts, seals, and seabirds. This all-ages adventure invites guests to relax with their own favorite drinks and meals while exploring the rugged coastline.