Experience the best of Portland and Casco Bay with our exciting combo package. Begin your adventure onboard one of our charming, whimsical trolleys for a fully narrated tour of Portland’s rich history and hidden gems. Discover the city’s diverse past as you explore its vibrant neighborhoods, historic landmarks, and unique attractions. A highlight of the trolley tour is a 30-minute stop at the iconic Portland Head Light, Maine’s oldest and most photographed lighthouse, where you can capture stunning photos and soak in the breathtaking views.
After exploring the city, relax and unwind with our Sunset Lighthouse Cruise.
Experience the best of Portland and Casco Bay with our exciting combo package. Begin your adventure onboard one of our charming, whimsical trolleys for a fully narrated tour of Portland’s rich history and hidden gems. Discover the city’s diverse past as you explore its vibrant neighborhoods, historic landmarks, and unique attractions. A highlight of the trolley tour is a 30-minute stop at the iconic Portland Head Light, Maine’s oldest and most photographed lighthouse, where you can capture stunning photos and soak in the breathtaking views.
After exploring the city, relax and unwind with our Sunset Lighthouse Cruise.
Summary
See all that Portland & Casco Bay have to offer with this combo tour. Onboard one of our whimsical trolleys, you'll enjoy a fully narrated tour of Portland’s diverse history, including a 30-minute stop at Portland Head Light- Maine’s oldest lighthouse!
See everything the City of Portland and Casco Bay has to offer with this combo package. Onboard one of our whimsical trolleys you will enjoy a fully narrated tour of Portland’s diverse history and hidden gems including a 30minutes stop at Portland Head Light— Maine’s oldest and most photographed lighthouse! •
Version 27 – July 18, 2025 19:24
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Trolley Tour & Sunset Lighthouse Cruise Combo in Portland
City Trolley & Sunset Lighthouse Cruise in Portland, Maine
Short Description
Experience the best of Portland and Casco Bay with our exciting combo package. Begin your adventure onboard one of our charming, whimsical trolleys for a fully narrated tour of Portland’s rich history and hidden gems. Discover the city’s diverse past as you explore its vibrant neighborhoods, historic landmarks, and unique attractions. A highlight of the trolley tour is a 30-minute stop at the iconic Portland Head Light, Maine’s oldest and most photographed lighthouse, where you can capture stunning photos and soak in the breathtaking views.
After exploring the city, relax and unwind with our Sunset Lighthouse Cruise.
Experience the best of Portland and Casco Bay with our exciting combo package. Begin your adventure onboard one of our charming, whimsical trolleys for a fully narrated tour of Portland’s rich history and hidden gems. Discover the city’s diverse past as you explore its vibrant neighborhoods, historic landmarks, and unique attractions. A highlight of the trolley tour is a 30-minute stop at the iconic Portland Head Light, Maine’s oldest and most photographed lighthouse, where you can capture stunning photos and soak in the breathtaking views.
After exploring the city, relax and unwind with our Sunset Lighthouse Cruise.
Summary
See everything the City of Portland and Casco Bay has to offer with this combo package. Onboard one of our whimsical trolleys you will enjoy a fully narrated tour of Portland’s diverse history and hidden gems including a 30 minutes stop at Portland Head Light— Maine’s oldest and most photographed lighthouse! •
See everything the City of Portland and Casco Bay has to offer with this combo package. Onboard one of our whimsical trolleys you will enjoy a fully narrated tour of Portland’s diverse history and hidden gems including a 30 minutes stop at Portland Head Light— Maine’s oldest and most photographed lighthouse!
all ages, duration: 1 hour and 45 minutes, tour availability: may 24 – september 22
Version 6 – June 06, 2024 19:46
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Current Version
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Short Description
Experience the best of Portland and Casco Bay with our exciting combo package. Begin your adventure onboard one of our charming, whimsical trolleys for a fully narrated tour of Portland’s rich history and hidden gems. Discover the city’s diverse past as you explore its vibrant neighborhoods, historic landmarks, and unique attractions. A highlight of the trolley tour is a 30-minute stop at the iconic Portland Head Light, Maine’s oldest and most photographed lighthouse, where you can capture stunning photos and soak in the breathtaking views.
After exploring the city, relax and unwind with our Sunset Lighthouse Cruise.
Experience a 1 hour and 45-minute cruise that offers guests a chance to relax and unwind as we navigate around the inner islands and lighthouses of the bay at dusk. This fully narrated tour of Casco Bay provides a perfect opportunity to enjoy the cool evening breezes and the twinkling city lights.
Our knowledgeable guides will share stories and insights about the area's maritime history and landmarks, adding depth to this serene experience. Whether you're looking to wind down after a busy day or seeking a special way to start an evening with a loved one, this sunset cruise is sure to create lasting memories. " offers guests a chance to relax and unwind as we navigate around the inner islands and lighthouses of the bay at dusk. This fully narrated tour of Casco Bay provides a perfect opportunity to enjoy the cool evening breezes and the twinkling city lights.
Our knowledgeable guides will share stories and insights about the area's maritime history and landmarks, adding depth to this serene experience. Whether you're looking to wind down after a busy day or seeking a special way to start an evening with a loved one, this sunset cruise is sure to create lasting memories." and "
Highlights
experience the iconic lighthouses and forts of portland harbor, narrated sightseeing cruise and trolley tour, our tours are family-friendly & dog-friendly, relaxing sunset experience
experience the iconic lighthouses and forts of portland harbor, narrated sightseeing cruise, our tours are family-friendly & dog-friendly, relaxing sunset experience
Version 5 – June 06, 2024 19:44
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Current Version
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Short Description
Experience a 1 hour and 45-minute cruise that offers guests a chance to relax and unwind as we navigate around the inner islands and lighthouses of the bay at dusk. This fully narrated tour of Casco Bay provides a perfect opportunity to enjoy the cool evening breezes and the twinkling city lights.
Our knowledgeable guides will share stories and insights about the area's maritime history and landmarks, adding depth to this serene experience. Whether you're looking to wind down after a busy day or seeking a special way to start an evening with a loved one, this sunset cruise is sure to create lasting memories. " offers guests a chance to relax and unwind as we navigate around the inner islands and lighthouses of the bay at dusk. This fully narrated tour of Casco Bay provides a perfect opportunity to enjoy the cool evening breezes and the twinkling city lights.
Our knowledgeable guides will share stories and insights about the area's maritime history and landmarks, adding depth to this serene experience. Whether you're looking to wind down after a busy day or seeking a special way to start an evening with a loved one, this sunset cruise is sure to create lasting memories." and "
Experience a 1 hour and 45-minute cruise that offers guests a chance to relax and unwind as we navigate around the inner islands and lighthouses of the bay at dusk. This fully narrated tour of Casco Bay provides a perfect opportunity to enjoy the cool evening breezes and the twinkling city lights.
Our knowledgeable guides will share stories and insights about the area's maritime history and landmarks, adding depth to this serene experience. Whether you're looking to wind down after a busy day or seeking a special way to start an evening with a loved one, this sunset cruise is sure to create lasting memories.
Version 4 – June 06, 2024 19:43
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Summary
See everything the City of Portland and Casco Bay has to offer with this combo package. Onboard one of our whimsical trolleys you will enjoy a fully narrated tour of Portland’s diverse history and hidden gems including a 30 minutes stop at Portland Head Light— Maine’s oldest and most photographed lighthouse!
See everything the City of Portland and Casco Bay has to offer with this combo package. Onboard one of our whimsical trolleys you will enjoy a fully narrated tour of Portland’s diverse history and hidden gems including a 30 minutes stop at Portland Head Light- Maine’s oldest and most photographed lighthouse!
Version 3 – June 06, 2024 19:43
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Current Version
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Summary
See everything the City of Portland and Casco Bay has to offer with this combo package. Onboard one of our whimsical trolleys you will enjoy a fully narrated tour of Portland’s diverse history and hidden gems including a 30 minutes stop at Portland Head Light- Maine’s oldest and most photographed lighthouse!
Relax and unwind on a 1 hour and 45-minute sunset cruise around Casco Bay's inner islands and lighthouses. Enjoy evening breezes, city lights, and a fully narrated tour.
Version 2 – June 06, 2024 19:39
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City & Sunset Lighthouse Cruise in Portland, Maine
Sunset Lighthouse Cruise in Portland, Maine - Clone
Version 1 – June 06, 2024 19:38
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Sunset Lighthouse Cruise in Portland, Maine - Clone