Isak Dinesen


Set sail for a leisurely cruise and experience the beauty of Casco Bay. This private boat charter lasts approximately two hours, allowing you to visit some of Casco Bay's most iconic sights. Designed for up to six guests, our tour includes a selection of beer, wine, and non-alcoholic beverages. We will ensure the boat is stocked with Maine-made snacks and treats tailored to your desires and dietary needs.
NOTE: The starting time for these private boat charters is betwen 10 AM and 1 PM

Cruise out for a visit to one of our thriving Harbor Seal Colonies on one of the best Casco Bay tours. This two-hour private charter starts on the Royal River and heads out into Casco Bay, where you can see our local Harbor Seals up close.
This tour includes up to six guests and includes a customized selection of beer, wine, and non-alcoholic beverages. Additionally, we will stock the boat with delicious Maine-made snacks and treats, catering to your desires and dietary needs.

Set sail for a leisurely cruise in Casco Bay to watch the sun set. We will explore the iconic sights of the bay and enjoy a beverage of your choice while taking in the best view of the Portland Head Light.
This private boat charter includes up to six guests. The tour includes a customized selection of beer, wine, spirits, and non-alcoholic beverages. Additionally, you will receive a Boat and Tote bag filled with Maine-made snacks and treats that cater to your desires and dietary needs.

Experience the best of Maine with our private boat charters. Savor some of the state's best craft beer selections while taking in the stunning views of Casco Bay. Indulge in a wine-tasting experience featuring bottles curated to match your preferences.
This exclusive tour is designed for up to six guests, and we'll stock the boat with Maine-made snacks and treats tailored to your desires and dietary needs.
Join us for approximately four hours of unforgettable Maine experiences.

With its rough waters and rocky beaches, Casco Bay provides the perfect environment for the creation of sea glass. Unlike the mainland, where these treasures get picked over by the crowds, the islands offer plenty of opportunities for great finds. On this Casco Bay tour, embark on a private charter for a unique Maine experience.
This private, four-hour tour accommodates up to six guests and includes an extended stop at the beach for hunting. Enjoy a picnic lunch while you hunt.
The "Rum Runner" Tour offers a unique opportunity to explore the stunning beauty of Casco Bay while indulging in rare and interesting spirits. This private boat charter accommodates up to six guests and features six tastings from four selections of spirits, including whiskey, bourbon, rum, and more. For an updated list of our available selections, feel free to reach out.
This memorable experience lasts four hours, with destinations chosen by you, ensuring a personalized adventure.

We take great pride in our State and the many exceptional products produced here, and we love to share them with our guests during our Casco Bay tours. That's why every tour includes an LL Bean Boat and Tote bag filled with delicious Maine snacks for you to enjoy. Any leftover snacks are yours to keep at the end of the tour. Additionally, the tote bag itself is yours to keep for any three-hour or longer private boat charters. Please let us know if you have any requests or allergy requirements to enhance your Maine experiences.

Whether you prefer alcoholic or non-alcoholic beverages, flat or still drinks, and dry or sweet options, we ensure your private boat charters are stocked with the refreshments you wish to enjoy on your Casco Bay tours. Your selections will be included in the questionnaire you complete after booking, and you can change or update them anytime up until the day before your Maine experiences.
Learn more about our BEVERAGE OPTIONS HERE
We can control a lot of things, but the weather is not one of them. We only ever start our Casco Bay tours if the weather allows it. Even when conditions are safe for Maine experiences, a particular plan might be less than ideal. Before every trip, especially our private boat charters, we always talk about what to expect, gauge your comfort level, and make changes as needed.
Almost all of our private boat charters are tailored for your group of up to six, ensuring that you are the only passengers enjoying the journey. The only regularly scheduled non-private charters are the Cruise Passenger Excursions, which are a popular choice among those looking for unique Casco Bay tours and unforgettable Maine experiences.
With its perfect blend of inhabited and uninhabited islands, Casco Bay is the ideal backdrop for your Maine getaway. While enjoying Casco Bay tours, you're likely to encounter seals and harbor porpoise among the other sea life, making for unforgettable Maine experiences. For a more personalized adventure, consider private boat charters to explore the beauty of the bay.
Someone with their priorities straight.

Every cruise on our private boat charters comes with an LL Bean Boat and Tote Bag filled with snacks and treats that showcase the best of Maine experiences. This iconic bag, a Maine staple made for over 80 years, contains goodies customized for each charter based on your tastes and dietary restrictions. At the end of your Casco Bay tours, the bag is yours to take home.
We call them "Rum Runner" Cruises in reference to those brave prohibition-busters of the past, but they're not just for Rum. These cruises are designed to give you an opportunity to experience a curated tasting menu of your spirit of choice on one of our Casco Bay tours. The cruise will cover less distance, as we will be driving slower to give you a chance to sip and enjoy, making it one of the best Maine experiences. Plus, you can enjoy it all through our exclusive private boat charters.

We typically have a selection of interesting Whiskey and Rum on hand, perfect for enhancing your Casco Bay tours and other Maine experiences. If you're interested, we can also track down tasting options for other spirits. Feel free to reach out for a list of the bourbon, whisky, and rum options currently available, especially for those enjoying private boat charters.

We are confident that we can provide options for you that are hard to find, and sure to please. Our offerings include Maine-made options and imports from the Caribbean, alongside selections from our annual Kentucky Bourbon trail. Additionally, we offer unique Maine experiences such as Casco Bay tours and private boat charters, ensuring you have a variety of choices to enjoy.

Each cruise on our private boat charters includes up to six pours from four different bottles of your selection, allowing you to explore a variety of flavors. Feel free to mix things up between different spirits while enjoying the stunning views on Casco Bay tours, making for unforgettable Maine experiences.

Your group of up to six will be the only guests on board Wayfinder for your private boat charters during a memorable Rum Runner Cruise, one of the best Casco Bay tours and unique Maine experiences.

Along with your personalized tasting, you can choose your preferred destinations and experiences during your cruise, including exciting Casco Bay tours and wonderful Maine experiences aboard private boat charters.

Your cruise will also include a classic LL Bean Boat and Tote Bag filled with Maine-made treats, perfect for enhancing your experience on our Casco Bay tours or during your private boat charters.
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