Sunset sails, oyster adventures, harbor tours, and private charters from Portland — unforgettable views, local seafood, and complimentary drinks.
Two-hour Sunset Cruises, Oyster & Bubbles tastings, Harbor Tours, and private yacht charters for up to 21 guests.
boat-charters · South Portland
Discover the beauty of Maine's coastline on a private boat tour in South Portland. Enjoy personalized sightseeing, water activities, and a relaxing day on the water with Boomerang Yacht Charters.
Boomerang Yacht Charters operates from Portland, Maine, offering scenic and culinary cruises across Casco Bay and Portland Harbor. The fleet features Maine-built lobster yachts, including the spacious Brianna Marie, providing authentic coastal character and stable, comfortable cruising for small groups. Popular scheduled experiences include two-hour Sunset Cruises, Harbor Cruises, and Casco Bay Bubbles and Oyster Cruises that pair local oysters with champagne or wine. Complimentary beer and wine and light appetizers are provided on select public sails, and guests are invited to bring favorite beverages on many departures.
Private charters accommodate up to 21 guests, making Boomerang Yacht Charters a practical choice for weddings, reunions, corporate events, and milestone celebrations. Private bookings include a dedicated crew, customizable snack options, and flexible itineraries tailored to the group's preferences.
Onboard guides share local history and oyster lore while cruises pass iconic lighthouses, historic forts, and working waterfronts. Wildlife viewing opportunities are common, with seals, sea birds, and occasionally eagles sighted along the route. The company emphasizes safe, relaxed experiences led by experienced crews familiar with Casco Bay tides, navigation, and customer service.
Reservations are available online and through direct booking channels, and the business highlights transparency about duration, inclusions, and guest capacity. With consistent attention to local seafood, coastal scenery, and hospitality, Boomerang Yacht Charters positions itself as a reliable operator for memorable, small-group maritime experiences in Maine. Safety protocols, clean vessels, and knowledgeable local crews further reinforce guest confidence during every departure across Casco Bay's islands and shoreline, and lasting memories.
Most scheduled cruises last two hours
Private charters accommodate 21 guests
Cruises aboard the Brianna Marie and similar
Champagne or wine offered on oyster cruises
Open the individual experience guide to confirm current availability, pricing, policies, conditions, and inclusions before booking.
The operator provides clear meeting points, departure times, and destination coordinates for all outings.
Personal flotation devices, emergency protocols, equipment checks, and paddling orientations are provided before departure.
Recommended layering, water shoes, sunscreen, and dry bags are detailed in each experience guide.
Guides share rich knowledge of regional flora, fauna, scenic landmarks, and river navigation.
A glimpse into the experiences, natural landscapes, and adventures waiting on your next trip.
Images supplied on the current Boomerang Yacht Charters listing.
Boomerang Yacht Charters offers a variety of guided outdoor excursions, scenic routes, rentals, and custom itineraries tailored for families, couples, and adventure enthusiasts.
Yes. Most trips feature comprehensive safety orientations, equipment fittings, and calm routes suited for first-time adventurers. Check the details on individual experience guides for specific age and skill requirements.
Standard safety equipment (such as certified life vests and essential gear) is supplied for each booking. Detailed checklists regarding weather-appropriate attire and personal items are provided prior to departure.
Reserve a two-hour sunset, oyster tasting, harbor tour, or private charter — limited seats and weekend departures fill fast.
boat-charters · South Portland
Discover the stunning beauty of Maine’s coastline during a private Sunset Cruise in South Portland. Perfect for relaxing, celebrating, or capturing incredible views, this boat tour offers a personalized experience on the water. Read on to learn why this sunset cruise is a must-do adventure in Maine!
boat-charters · South Portland
Discover the beauty of Maine's coast with a private Harbor Cruise in South Portland. Perfect for exploring scenic shoreline, spotting wildlife, and enjoying personalized service on the water.
“Every outing is organized with local river knowledge, basic safety instruction, and equipment checks before departure.”
Click into any experience card above to view current dates, live availability, transparent pricing, cancellation policies, and booking details.