Set sail on a private boat adventure in Casco Bay with Portland Charter Boat. Discover secluded islands, historic lighthouses, and mesmerizing sunsets tailored to your crew’s wishes.
More ways to explore the area's outdoor wonders
Hang tight — photos are loading
This usually takes just a second.
Difficulty
easy
Duration
1.5 hours
Fitness Level
Suitable for all fitness levels, with no physical exertion required beyond boarding and enjoying the scenery.
Wildlife
History
Casco Bay's islands have been vital for maritime activity since the 17th century, with lighthouses guiding sailors for hundreds of years.
Conservation
Portland Charter Boat emphasizes eco-friendly practices, promoting responsible tourism and safeguarding Casco Bay's delicate ecosystems.
Portland Charter Boat
Set sail on a private boat adventure in Casco Bay with Portland Charter Boat. Discover secluded islands, historic lighthouses, and mesmerizing sunsets tailored to your crew’s wishes.
Portland Charter Boat operates private and public charters from Portland, Maine, offering guided trips on Casco Bay. The company runs small-group charters that accommodate up to six guests, providing a personal, flexible experience for families, couples, and friends. Trips include a Private One and a Half Hour Tour for intimate harbor cruises, a Harbor Tour that passes historic lighthouses and working lobster boats, and Private Half and Full Day Tours that allow island-hopping, swimming in secluded coves, and extended coastal exploration. Captains share local knowledge about Casco Bay, regional marine life, and waterfront history, enhancing each trip with informed narration and safety-focused guidance.
Boats are prepared for comfort and safety for short harbor rides and longer day trips. Guests may bring their own beverages on private charters, and itineraries can be customized to match interests like scenic sightseeing, wildlife viewing, or sunset sailing. Portland Charter Boat emphasizes private, reservation-based experiences that suit small groups seeking personalized service.
The business is based in Portland, Maine, and operates on Casco Bay waters, maintaining local operating practices and marine regulations. Its focus on small-group charters and private bookings supports a high-touch guest experience, tailored scheduling, and direct communication with the captain. For travelers and locals seeking a reliable, intimate way to explore Casco Bay—whether for a quick harbor tour, an island-hopping afternoon, or a full-day charter—Portland Charter Boat provides straightforward options and transparent trip descriptions to help guests plan their outing. Reservations are seasonal; advance booking is always recommended for busy summer weekends.
Location
Portland, Maine
Operating from Casco Bay
Max Guests
Up to 6
Private charters for small groups
Trip Lengths
1.5 hrs to full day
Short, half-day, or full-day options
Tours Offered
3 trip types
Harbor, private 1.5 hr, half/full day
Reserve a private tour for up to six guests — choose harbor, island-hopping, or a sunset sail and secure preferred dates.
Bring sunscreen and hats
Protect yourself from sun exposure during your boat trip.
Book in advance
Secure your preferred time slot early, especially for sunset sails.
Wear comfortable clothing
Choose lightweight, quick-drying clothes suitable for water activities.
Check weather forecasts
Make sure weather conditions are suitable for sailing on the day of your trip.
Sunscreen
Protect your skin from UV rays during your time on the water.
summer
Hat and sunglasses
Shield your eyes and face from the sun for comfortable viewing.
summer
Layered clothing
Bring layers to stay cozy or cool as weather varies.
spring; fall
Camera or smartphone
Capture the stunning views and memorable moments of your voyage.
all