Discover the charm of Portland, Maine on a private trolley tour that combines scenic lighthouse visits, historic sights, and coastal views. Perfect for a relaxed outdoor adventure, this experience reveals Portland's maritime history in a personalized setting.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
3–4 hours
Fitness Level
Suitable for most fitness levels; minimal walking involved
Wildlife
History
Portland's maritime history dates back to the 1600s, with its lighthouses playing a vital role in navigation and safety at sea.
Conservation
The tour promotes awareness of coastal preservation efforts and encourages responsible tourism to protect Maine's natural beauty.
Portland Discovery Tours
Discover the charm of Portland, Maine on a private trolley tour that combines scenic lighthouse visits, historic sights, and coastal views. Perfect for a relaxed outdoor adventure, this experience reveals Portland's maritime history in a personalized setting.
Portland Discovery Tours operates in Portland, Maine, offering guided trolley tours, scenic cruises, and charter options that showcase the city's maritime history and coastal landmarks.
The company’s fleet includes heated trolleys with open windows for fresh coastal breezes and comfortable boats with enclosed cabins and covered decks for all-weather cruising.
Tours focus on iconic sights around Portland and Casco Bay. The Peek at Portland Tour is a 60‑minute classic trolley experience with knowledgeable guides. The Portland City and Lighthouse Tour is a 105‑minute trolley route that includes a 30‑minute visit to Portland Head Light and highlights such as Victoria Mansion and Henry Wadsworth Longfellow’s childhood home. The Guardians of the Harbor trolley tour stops at three lighthouses, visiting Bug Light Park, Fort Preble, and Portland Head Light while exploring shipbuilding and harbor history.
Boat experiences include the Port‑City Lights Cruise, a 60‑minute narrated scenic cruise past lighthouses and historic forts; the Harbor Lights and Sights Cruise, a 1 hour 45 minute tour of Portland Harbor and Diamond Pass; and the 105‑minute Sunset Lighthouse Cruise, a fully narrated dusk voyage around inner islands and lighthouses. Seasonal and special-event departures include a July 4th Fireworks Cruise. Charter options are available for private boat trips and for trolley rentals suitable for events or group transportation.
Tours emphasize narrated interpretation, close-up lighthouse views, and comfort features that make visits to Portland’s coastal attractions accessible and memorable. Activities accommodate families, dog owners on select cruises, and groups seeking private charters or event transportation in Portland.
Tours & Cruises
10
Diverse trolley and boat experiences
Boat Options
Multiple
Enclosed cabins & covered decks
Tour Durations
60–105 min
Short, narrated local excursions
Private Charters
Trolley & Boat
Available for events and groups
Secure seats on narrated lighthouse cruises, family-friendly harbor tours, and private charters — limited availability for peak dates and special events.
Bring Layers for Variable Weather
Maine's weather can change quickly, so dressing in layers ensures comfort throughout your outdoor tour.
Bring your Camera
Capture stunning lighthouse views and scenic coastal landscapes during the tour's stops.
Arrive Early
Getting to the meeting point early ensures a relaxed start and allows for parking arrangements.
Hydrate and Pack Snacks
Stay energized during the tour by bringing bottled water and light snacks for breaks.
Comfortable Walking Shoes
Comfortable shoes are recommended for brief stops and exploring lighthouse grounds.
Sun Protection
Sunscreen, hat, and sunglasses help protect against sun exposure during sunny days.
summer
Light Jacket or Sweater
Outer layers help manage cooler temperatures during outdoor segments of the tour.
spring|fall|winter
Camera or Smartphone
Capture memorable views of lighthouses, scenic vistas, and historic neighborhoods.