Sit back and relax as you cruise along the serene Casco Bay in Portland, Maine. Immerse yourself in the rich history of Portland and see the four iconic lighthouses, the sights of Portland Harbor, and the picturesque waterway Diamond Pass. During the cruise, explore the bustling inner harbor and main shipping channel to get close-up views of civil war era forts and the lighthouses that guide mariners into Portland Harbor. Along with the historical waterfront, you'll also get the chance to see the Portland Head Light, Bug Light, and the Spring Point Ledge Lighthouse.

The hour just before sunset is the best time to be paddling on the waters of Casco Bay. The sky tends to explode with color and the seas often become glassy and calm. This trip involves a leisurely paddle just far enough along the waterfront or into the islands to enjoy a panoramic view of the sun setting over the city as we paddle back to the East End Beach. This two-hour tour is designed for paddlers of all experience levels -- including first-time kayakers.

This two hour charter is the perfect way to see lighthouses, historic stone forts, wildlife, & Maine's picturesque coast. Bring your camera and experience authentic Maine aboard our classic wooden lobster boat! This is a private charter, so only you and your group is aboard plus a captain and tour guide. You and your private group will have up close views on Maine's most notable sights. Every private charter includes a licensed captain and an experienced charter host to attend to your every need! Purchase local Portland, ME beers and hard seltzers, important white and red wine, and bubbly aboard!

Our Full-Day Kayak Tour is a chance to sea kayak to some of the most historically fascinating and scenic landmarks in the Portland region. Unlike our other tours, we limit this trip to 6 or fewer people and we require participants to have at least one previous sea kayaking experience. You'll spend the day island-hopping through the rugged islands of Casco Bay. Along the way you'll visit several 19th century forts, paddle past lighthouses and feel the swell of the open ocean underneath your kayak. On this trip we often visit some of Casco Bay’s lighthouses and forts, including Spring Point Light, Fort Preble, Portland Head Light, Fort Scammel, Ram Island Light, Bug Light and Fort Gorges. You'll also have the chance to hone your paddling skills, learn about the natural history of the area, visit islands on the Maine Island Trail and spot wildlife like seals, osprey and eiders. You'll see many sides of Casco Bay, including the bustling working waterfront of Portland harbor, the cliff-lined outer islands exposed to the open ocean and the more protected coves lined with beaches. This trip is designed for paddlers of a range of skill levels and the group will take many breaks and stops along the way. However, the trip does involve a very full and active day, so we suggest our shorter trips for first-time kayakers or anyone who has difficulty with prolonged physical activity. All participants should have tried sea kayaking at least once before. This trip sometimes starts in a different location than our main site (due to a one-way route), so you may be transported by van to the launching site at the start of the trip. The cost of this trip includes a delicious picnic lunch, with a vegetarian option.