Have a Memorable Experience in the Beautiful Portland, Maine!
Portland Discovery Land and Sea Tours is pleased to offer a wide variety of sightseeing and charter transportation options by land and sea! Our friendly, attentive staff and nicely appointed trolleys and boats are sure to make your next outing a memorable one!
Weddings
From our fleet of classic trolleys to our three boats, our team here at Portland Discovery is here for your wedding charter needs, perfect for making your big day memorable. From welcome drinks and rehearsal dinners, while sailing Casco Bay to transporting guests in style between the ceremony, your venue, and even back to their accommodations at the end of the night, we cater to all your transportation needs with elegance. Our versatile fleet ensures a magical setting, whether on land or water, turning your Maine wedding celebrations into lasting memories.
Trolley Charters
Go In Style… Go By Trolley!
Portland Discovery has a fleet of classically styled trolleys that are available for private charter. Comfortable, spacious and safe, our trolleys have helped make many weddings, rehearsal dinners and other events memorable and fun! Each trolley can accommodate up to 30 people. Trolleys are great for a wide variety of transportation events such as; dinner transfers, shuttle service, group tours, weddings and rehearsal dinners.
Boat Charters
Harbor Queen, Islander and Bay View Lady are available to groups of all sizes for charters and functions.
Company parties, corporate events, weddings, rehearsal dinners, family reunions, birthdays, anniversaries, etc. are always more fun while cruising Casco Bay! All of our charters have a variety of catering, bar service and entertainment options to suit practically any budget. Our boats are U.S. Coast Guard certified and can handle groups from 10-140!
Meet the Fleet
Islander
Capacity: 90
What is included: The main deck has a full bar and two bathrooms with open-air standing around the perimeter of the boat. The upper deck is open-air with bench-style seating that can be arranged in several configurations for any occasion. The vessel sound system is compatible with almost any source. Our crew is onboard for both your comfort and safety is are trained to give a fully narrated tour of Casco Bay should your party like to include that.
Harbor Queen
Capacity: 130
What is included: The main deck is fully enclosed with banquet-style tables and chairs that can be arranged for appropriate spacing for any occasion. A full bar and two restrooms, as well as over 100 SF of function space, make Harbor Queen an ideal venue for any event with a large party size. The vessel sound system is compatible with almost any source. Our crew is onboard for both your comfort and safety and is trained to give a fully narrated tour of Casco Bay should your party like to include that.
Bay View Lady
Capacity: 80
What is included: What’s included: The main deck has a full bar and two bathrooms with an open air bow. The upper deck has retractable and individual seats that can be configured to accommodate the specifics of the event and party size. The vessel sound system is compatible with almost any source. Our crew is onboard for both your comfort and safety and is trained to give a fully narrated tour of Casco Bay should your party like to include that.
Our Trolleys
Capacity: 30-36
What is included: Our fleet of Ford F-53 Trolleys is designed with both comfort and aesthetic charm in mind. We are here to meet all the transportation needs that your event might require. In addition, our experienced drivers are also delighted to offer fully narrated tours of the Portland peninsula and surrounding areas.