Sail into the sunset on a private two-hour trip in Portland Harbor. Enjoy stunning views, historic landmarks, and local wildlife as the sun dips below Casco Bay.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for all fitness levels; mostly seated or standing with minimal physical effort.
Wildlife
History
Portland Harbor has been a vital shipping and defense location since the 17th century, with historic forts guarding Casco Bay.
Conservation
Local efforts focus on protecting marine habitats and minimizing boat emissions to preserve Casco Bay's water quality.
Nautilus Sailing Company
Sail into the sunset on a private two-hour trip in Portland Harbor. Enjoy stunning views, historic landmarks, and local wildlife as the sun dips below Casco Bay.
Nautilus Sailing Company operates guided sailing experiences from Portland, Maine, specializing in two distinct two-hour trips: Two Hour Day Sails and Charters, and Sunset Sails and Charters. Each outing navigates Portland Harbor and Casco Bay, passing iconic lighthouses, historic forts, and frequent wildlife sightings. Guests choose morning, afternoon, or sunset departures and may bring favorite snacks and drinks or enjoy cocktails on evening sails.
The crew focuses on safe, enjoyable sails tailored to mixed experience levels, offering clear pre-departure briefings and attentive on-board guidance. Nautilus coordinates private charters and small-group bookings, accommodating celebrations, couples, and visitors seeking scenic coastal photography. Routes highlight local maritime history and provide ample opportunities for lighthouse viewing and wildlife observation.
Bookings are transparent about duration and departure times, with two-hour cruises designed to fit day plans or sunset schedules. Port logistics emphasize convenient embarkation from central Portland Harbor locations. Safety practices, lifejacket availability, and weather-aware scheduling help ensure predictable outings year-round in appropriate seasons.
Nautilus Sailing Company aims to deliver memorable harbor experiences through skilled seamanship and focused guest service. Photographers, nature lovers, and travelers seeking relaxed coastal adventure find the two-hour format accessible and rewarding. For anyone wanting a concise introduction to sailing around Portland Harbor and Casco Bay, Nautilus provides structured, welcoming sails that emphasize scenery, comfort, and local maritime landmarks.
Reservations are available online or by phone and include clear cancellation policies. Group rates and special occasion accommodations can be discussed in advance to tailor each charter to guest needs.
Tours Offered
2
Day and sunset sails available
Typical Duration
2 hours
Two-hour sails for all trips
Scenic Area
Portland Harbor
Sails through Casco Bay landmarks
Bring Along
Snacks & Drinks
Guests may bring favorites aboard
Choose morning, afternoon, or sunset departures — book a private charter or join a small group today.
Bring Layers
Evenings on the water can get chilly, so dress in layers to stay comfortable.
Arrive Early
Plan to arrive 15 minutes before departure for a smooth boarding process.
Bring a Camera
Capture the golden hour and scenic harborside views with your camera or smartphone.
Watch Your Step
Be cautious when boarding to prevent slipping on wet surfaces.
Windbreaker Jacket
Protects against cool winds coming off the water during spring evenings.
spring
Sun Hat
Provides shade and sun protection during bright summer days.
summer
Camera or Smartphone
Capture stunning sunset views and wildlife sightings.
Non-Slip Shoes
Ensures safety when boarding and moving around the boat.