Top Maine On the Water - page 3

Discover the beauty of Northwest Casco Bay on a 3-hour morning kayaking tour. No experience is necessary, as you get a crash course before the tour begins and your guide is on hand at all times. Double kayaks are available, if you prefer to paddle tandem. See Brunswick and its native wildlife from a unique vantage point. Then enjoy complimentary snacks and a brief land excursion, before your return.

Kayak through the natural Maine wilderness and vast lake views for an on the water adventure. This two hour guided tour will begin with a safety briefing and lesson covering the fundamentals of recreational kayaking. Using the EZ launching system at Sebago Trails Paddling, the tour will explore the water-carved bends and twists of a meandering stream unveiling local wildlife in a rustic backdrop. Then continue onto Jordan Bay of Sebago Lake as the guides share stories dating back to the settlements of the region.

What better way to see the delights than in the style of a private charter for you and five friends or family members? Experience the beauty and serenity of the rugged coastline as you gaze upon seabirds, sea houses, and islands. Guests are encouraged to help raise the sails with a deckhand and steer the ship for themselves. Your charter is your time to relax, celebrate, entertain, and sail, so you get to set the pace and atmosphere. Beer, wine, and other alcoholic beverages are permitted on board.

As the premier stand-up paddleboarding shop in Maine, the difference is in the details. We provide top-quality equipment, unmatched customer service, and expert paddling knowledge you won’t find anywhere else. We don’t cut corners—and it shows in every part of your experience. While our shop isn’t located directly on the water, don’t let that deter you. For full-day rentals, we exclusively offer high-quality inflatable paddleboards, making transport simple and stress-free. There’s no lifting boards onto your car or dealing with roof racks. Each board comes packed in a convenient travel backpack. Just arrive at your chosen launch spot, inflate the board in minutes, and you’re ready to paddle. Being mobile with a full-day rental means you’re not locked into one crowded launch site. Instead, you have the flexibility to paddle where conditions are best—away from busy boat traffic, strong winds, and packed shorelines.

Spend three hours kayaking through Casco Bay with this small-group tour led by a professional guide. You'll launch from Mere Point in Brunswick and paddle over to a couple of different islands, with the opportunity to see all sorts of marine birds, and maybe even a seal or two, along the way.

A half-day sailing charter offers a unique and personalized way to explore the stunning Maine coast. Departing from downtown Portland, this private experience aboard Sasa, a family-run small business charter sailboat, with a coast-guard certified captain, allows you to cruise through Casco Bay, enjoying views of iconic landmarks like Portland Head Light. With options to swim in secluded spots or simply relax, every charter is tailored to your group's preferences. Enjoy light refreshments and the chance to take the helm or trim the sails, making for an unforgettable day on the water.

Cape Porpoise is the quintessential Maine harbor and a great launch site to start your kayaking excursion. Paddle out to Goat Island to tour its famous lighthouse, explore the picturesque landscaping of Turbats Creek, observe all the incredible animals who thrive in its waters, and so much more. The perfect addition to any outdoor adventure - don’t miss out, and book today! Renting a Kayak or SUP is a great economical and fun way for anyone to get out on the water. We offer single, tandem (two person), and Fishing Kayaks, as well as Stand up Paddleboards, all of which are extremely stable, maneuverable, and unsinkable.

Come sailing aboard Heart's Desire, designed by famed yacht designer - John Alden, measures 53' feet and features some of his trademark design elements. Built in 1925 by T.S. Soule in South Freeport, Maine, Heart's Desire is 100 years old this year and has been used mainly for chartering along the Eastern seaboard in New York, New Jersey, Massachusetts, and Maine. This two-hour private, morning sail is the perfect way to experience Maine's coastline. Whether you are interested in getting married in an intimate setting, a special way to celebrate a reunion, birthday or anniversary, or just want to enjoy sailing at its finest, step aboard and plan an event never to be forgotten!

Take in the famous autumn foliage of New England during a private 2.5-hour sightseeing cruise from Portland. With room for six people, it's an ideal intimate experience for couples, friends, or families. It’s also a great opportunity to photograph the leaves and wildlife from a unique perspective. Learn about the area from your private guide as you cruise at a gentle pace.

Looking for a romantic way to watch the sunset while in Maine? How about chartering a vintage lobster boat and heading out to Casco Bay, where you'll take in great views of the sea and coastline. Your captain and guide will be on board to point out lighthouses, historic forts, and natural features. A round of drinks is included to toast the sunset with, but more beverages are available to purchase onboard.

Set out on a journey along the Saco River, aiming to catch striped bass in the serene waters of Coastal Maine. This private fly-fishing experience welcomes up to two guests, ensuring a personal touch as you learn the nuances of fly fishing from expert guides, Captain Shawn or Captain Robin. With over 20 years of experience, these skilled instructors will help you discover the hidden gems of Saco Bay while creating unforgettable memories during this two-hour adventure. Alternative pickup available in Biddeford for added cost, saves 40 min of driving, contact us for availability.

This two-hour afternoon private cruise is the perfect way to experience Maine's coast, your special event, or a family get-together that will never be forgotten. Ride aboard Heart's Desire: designed by famed yacht designer - John Alden, measures 53' feet and features some of his trademark design elements including a long bowsprit and dramatic, raked transom. Built in 1925 by T.S. Soule in South Freeport, Maine, Heart's Desire has been used mainly for chartering along the Eastern seaboard in New York, New Jersey, and most recently Massachusetts.