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Portland
Portland's Best Trolley Tour: See Top Sights in 60 Minutes!
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Overview
The Peek at Portland Sightseeing Trolley Tour is the best way to see Portland, Maine! This 60-minute tour takes people to the city's most famous places. It's the only open-air trolley tour in Portland, so everyone can enjoy great views. The tour guide tells stories about the city and its neighborhoods.
See amazing spots like the beautiful homes with unique Residential Architecture, the Portland Observatory, the Portland Museum of Art, and the Wadsworth-Longfellow House. The trolley also goes to Munjoy Hill, where people can see more of the city.
What to Expect: The tour is easy and fun for all ages. It starts at a meeting point in the city. Then, the trolley goes around Portland. The guide shares interesting facts and stories. After the tour, people have time to explore Portland on their own. 
Highlights
See Portland's Best Sights: Visit famous places in Portland on a fun trolley ride.
Enjoy a Narrated Tour: Learn about Portland from a guide who tells interesting stories.
Perfect for a Quick Visit: See the city in 60 minutes and still have time to explore.
Open-Air Trolley: Get great views of Portland from an open-air trolley.
Sentiment Analysis
Customers generally enjoy the tour for its informative and fun guides, historical insights, and efficient way to see Portland. Some customers reported tour cancelations with bad communication.
Customers love the funny and smart tour guides who know a lot about Portland's history.
Many people said Wendy Lee, a trolley driver, made the tour fun and special.
Riders enjoyed learning about Portland's history and seeing the sights without having to walk a lot.
Many customers felt the tour was a great overview of Portland and helped them decide where to visit later.
One person said their tour was canceled without them being told.
One reviewer thought the tour should stop at places for taking pictures.
The Journey
Residential Architecture
Explore the charming neighborhoods of Portland and discover the beautiful American residential architecture. Admire the well-preserved Victorian-era homes with intricate details. These neighborhoods offer a glimpse into Portland's rich history and provide a picturesque setting for a leisurely stroll.
Portland Observatory
Ascend the historic Portland Observatory, a unique maritime signal tower resembling a lighthouse, and enjoy panoramic views of the city and Casco Bay. Built in 1807, this National Historic Landmark once served as a vital communication point for ship owners, alerting them to incoming vessels. Discover maritime history and experience breathtaking coastal views.
Portland Museum of Art
Immerse yourself in the world of art at the Portland Museum of Art, the largest and oldest public art institution in Maine. Explore diverse collections spanning centuries and cultures, including iconic works by American masters. Discover innovative exhibitions, engage in educational programs, and experience the transformative power of art in this cultural hub.
Wadsworth-Longfellow House
Step back in time at the Wadsworth-Longfellow House, the oldest standing structure on the Portland peninsula and the childhood home of renowned American poet Henry Wadsworth Longfellow. Explore the beautifully preserved rooms, filled with original furnishings and artifacts, and gain insight into the life and legacy of one of America's most beloved poets.
Munjoy Hill
Discover the vibrant Munjoy Hill neighborhood, offering sweeping views of Casco Bay and a charming blend of history, culture, and community. Explore the Eastern Promenade, a scenic park providing breathtaking vistas, and immerse yourself in the neighborhood's eclectic mix of shops, restaurants, and historic landmarks. Enjoy a walk and experience the beauty of Portland's coastal charm.
Know Before You Go
This tour includes a guide who tells stories about Portland. It does not include anything else. This is a 60-minute tour of Portland's famous places and neighborhoods.
Hot Tip
Many reviewers recommend the tour as a first activity upon arrival in Portland. The guides often give great recommendations for places to eat and visit, like Gilbert's for the chowder flight. Arrive early because the trolley picks up passengers quickly!
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120
Boston
Boston Nights: Trolley & River Sunset Tour
Boston Summer Nights Trolley Tour plus River Cruise offers a unique way to see Boston at night. This isn't just any tour; it's Boston's only sunset tour that combines a trolley ride and a relaxing river cruise. The tour starts with a 45-minute trolley ride. A guide on the trolley tells stories about the city as the trolley travels through Boston and Cambridge. You'll see places like the Zakim Bunker Hill Memorial Bridge and the North End. Then, hop aboard a boat on the Charles River for a one-hour cruise. The boat has a bar where drinks and snacks can be bought. The cruise shows off pretty views of Boston, including the Charles River Esplanade and the Seaport District. This experience includes a live guide on the trolley and the river cruise. It does not include tips for the guide or boat staff. See Boston landmarks like Trinity Church and Boston Harbor from a new perspective. This tour is a great way to experience the city's history and beauty as the sun goes down.
From
$ 51
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3
75
Boston
Boston Holiday Trolley Tour: Festive Sights & Christmas Cheer
The Boston Holiday Sights and Festive Nights Trolley Tour offers a magical way to experience the charm of New England during the holiday season. This 75-minute heated trolley tour showcases Boston's festive spirit, making it a memorable tradition for friends and family. The tour travels through the heart of Boston and its most historic locations such as the North End and Beacon Hill, which is transformed into a winter wonderland with lights and decorations. What to Expect: Guests can expect to see iconic landmarks such as Faneuil Hall Marketplace, the Old State House and Frog Pond decked out in holiday splendor. The trolley winds its way through Commonwealth Avenue and offers great views of holiday lights and decorations. This experience provides a unique and comfortable way to soak in the holiday ambiance of Boston without battling the cold weather. The tour includes a unique souvenir to remember the Boston Holiday Tour. Gratuities are not included.
From
$ 37
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90
Boston
Step Back in Time: Liberty Ride Trolley Tour Through Revolutionary History
The Liberty Ride offers a 90-minute, air-conditioned trolley tour of Lexington and Concord's pivotal Revolutionary War sites. An authentically costumed guide provides historically accurate insights into the battles and colonial life. Enjoy a comfortable and informative journey through significant landmarks.
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$ 40
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5
50
Portland
Portland, Maine: Vintage Fire Truck Sightseeing Tour
Vintage Fire Truck Sightseeing Tour of Portland, Maine, offers a fun and memorable way to see the city. Instead of a bus, climb aboard a vintage fire engine and travel back in time while hearing about Portland’s history from a local guide. This tour is great for families and anyone wanting a unique experience. What to Expect: This 50-minute tour takes passengers past Portland's Old Port, the scenic Casco Bay Islands, and popular breweries like Shipyard Brewing Company. Learn about the history of the Maine Narrow Gauge Railroad Co. & Museum, see the Portland Observatory, Wadsworth-Longfellow House, Portland Museum of Art, and Victoria Mansion. The tour is packed with historic images of Maine and interesting stories. The tour includes a driver/guide and the tour itself. Food, drinks, and gratuities are not included. This vintage fire truck tour is a unique way to see Portland's highlights and learn about its rich past.
From
$ 39
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