Whether you're visiting for the first time or have called Portland home for years, this tour offers a fresh and engaging way to explore the Greater Portland area. Ride in comfort aboard one of our Ford Transit passenger vans, as we journey through the heart of the city and its scenic surroundings. Starting off on tour, we drive down Fore Street, a charming historic thoroughfare that runs parallel to one of North America's last working waterfronts. We will pass by cobblestone streets, brick row buildings, and some of Portland’s most iconic shops, brewpubs, and restaurants—many housed in the city’s oldest commercial and residential structures. The blend of old-world charm and modern energy makes this neighborhood a local favorite.

Walk around Fort Williams Park home to Portland Head Light! One of the most photographed lighthouses in the world! With cliff walks, memorials, and breath taking views, you will be able to take photos, visit the Lighthouse museum/giftshop "May-September" and also snag a bite/treat at a few of the parks food trucks, lobster Rolls, chowder, gelato, whoopie pies!

Spring Point Ledge Light we will park and stop for 10 minutes. Here your guide will breakdown the importance of this lighthouse which is situated out on a 900 ft. granite breakwater, early 1800's military instalments in the area, and scenic views of our coastal islands of Casco Bay! Please ask your guide for pictures taken during this stop.

Here at Portland Breakwater Light, known as "Bug Light" to locals, you will be given 20 min to visit one of Maine's smallest lighthouses still in commission. With beautiful Greek Corinthian Columns this lighthouse is situated on a much shorter/safer breakwater where you'll be able to walk out and enjoy amazing views of Portland's waterfront!

As we finish our tour, we drive through Commercial Street, you'll get a glimpse of one of North America’s last working waterfronts. This iconic stretch in Portland’s Old Port district features cobblestone streets, 19th-century fishing wharves, and bustling piers still used by lobstermen and local fisheries. You’ll also see a vibrant mix of boutiques, restaurants, and pubs, all set within some of the city's oldest brick/granite buildings.