Casco Bay Legacy Charters
You may qualify for a Loyalty discount with Casco Bay Legacy Charters. To check if the Loyalty discount is available for your selected dates, please sign in.
Experience Casco Bay Your Way!
Whether you’re chasing a golden sunset, cruising past iconic lighthouses, or celebrating something special on the water, we have a charter built around exactly what you’re looking for. Every experience is fully private, fully flexible, and departing conveniently from the Portland, Maine waterfront.
As a family-owned business welcoming guests aboard to share the iconic highlights of Casco Bay, every trip we take out on the water matters deeply to us. From glowing sunsets and historic island visits to close-up views of famous lighthouses, our fully private 2 and 4 hour charters offer a memorable way to explore the coast.
When you book with Legacy Charters you get the entire boat to yourselves. No strangers, no set schedule, and no rushing past the moments that matter. Just your group, a licensed captain who genuinely cares about your experience, and the beautiful waters of Portland, Maine all to yourselves.
Casco Bay Legacy Charters features a Maine crafted 1998 Sabre 36' Express Downeast motor yacht. We can take up to six guests. Our vessel is powered by twin 300 HP, turbodiesel inboard Caterpillar engines, offering a maximum cruising speed of 28 knots. The vessel comes equipped with audio system, fishfinder, grill, ice box, and refrigerator, full galley and head. We also provide all necessary safety equipment.
Every private charter is built around your group and your timeline. We suggest our 2-hour or 4-hour tours, as they give you enough time to truly experience the best of Casco Bay without feeling rushed. That said, we are happy to work with you on something that fits your day perfectly. Reach out and let us know what you have in mind.
Every charter includes:
• Licensed USCG captain and first mate
• Light snacks, soft drinks, and cooler included
• Fully private - your group only, never shared
• Flexible itinerary built around what you want to see
• Portland waterfront pickup and drop off
• Available May through October
Experience Casco Bay Your Way!
Whether you’re chasing a golden sunset, cruising past iconic lighthouses, or celebrating something special on the water, we have a charter built around exactly what you’re looking for. Every experience is fully private, fully flexible, and departing conveniently from the Portland, Maine waterfront.
As a family-owned business welcoming guests aboard to share the iconic highlights of Casco Bay, every trip we take out on the water matters deeply to us. From glowing sunsets and historic island visits to close-up views of famous lighthouses, our fully private 2 and 4 hour charters offer a memorable way to explore the coast.
When you book with Legacy Charters you get the entire boat to yourselves. No strangers, no set schedule, and no rushing past the moments that matter. Just your group, a licensed captain who genuinely cares about your experience, and the beautiful waters of Portland, Maine all to yourselves.
Casco Bay Legacy Charters features a Maine crafted 1998 Sabre 36' Express Downeast motor yacht. We can take up to six guests. Our vessel is powered by twin 300 HP, turbodiesel inboard Caterpillar engines, offering a maximum cruising speed of 28 knots. The vessel comes equipped with audio system, fishfinder, grill, ice box, and refrigerator, full galley and head. We also provide all necessary safety equipment.
Every private charter is built around your group and your timeline. We suggest our 2-hour or 4-hour tours, as they give you enough time to truly experience the best of Casco Bay without feeling rushed. That said, we are happy to work with you on something that fits your day perfectly. Reach out and let us know what you have in mind.
Every charter includes:
• Licensed USCG captain and first mate
• Light snacks, soft drinks, and cooler included
• Fully private - your group only, never shared
• Flexible itinerary built around what you want to see
• Portland waterfront pickup and drop off
• Available May through October
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