Find Your Way Charters
Find Your Way Charters
  • Sign In
  • Create Account

  • Bookings
  • My Account
  • Signed in as:

  • filler@godaddy.com


  • Bookings
  • My Account
  • Sign out

Signed in as:

filler@godaddy.com

  • Home
  • Tour Options
  • Captain Bill
  • Wayfinder

Account


  • Bookings
  • My Account
  • Sign out


  • Sign In
  • Bookings
  • My Account

"The cure for anything is salt water - sweat, tears or the sea."


Isak Dinesen

See Below for a Full Description of Each Option

Boat Charters Maine: Explore Casco Bay Tours

Experiences

A lighthouse and house on a rocky coastline under a cloudy sky.

Matinee Bay Tour

$600

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


BOOK NOW

Seals resting on rocky shore near water with forest background.

Seal Colony Visit

$700

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.


BOOK NOW

View from a boat at sunset over calm waters with silhouetted trees and houses.

Sunset Cruise

$1,000

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. 


BOOK NOW



Discoveries

Two bottles of Maine Beer Company ale with a waterfront background.

Beer or Wine Tasting Cruise

$1,400

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. 


BOOK NOW

Child holding a blue sea glass piece near their face at the beach.

Sea Glass Hunt

$1,400

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.


BOOK NOW

A bottle of Wiggly Bridge Distillery bourbon whiskey with a waterfront background.

"Rum Runner" Spirits Experience

$1,600

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. 


BOOK NOW

What is it like?

You Always Get...

A collection of snacks, drinks, and a tote bag displayed outdoors.

A Taste of Maine Snack Bag

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.

Two bottles of Maine Beer Company ale with a waterfront background.

The Right Beverages for You

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

Sunset over a calm river with autumn trees and a red buoy.

A Trip Optimized for Your Comfort

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.

View from a boat at sunset over calm waters with silhouetted trees and houses.

A Private Cruise

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.

Autumn trees with vibrant orange leaves by a calm lake under a clear blue sky.

The Beauty of Casco Bay

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.

"A balanced diet is having a cookie in each hand."


Someone with their priorities straight.

The Snack Bag

A collection of snacks and drinks displayed outdoors with a blue sky background.

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.

Here's an idea of the sorts of snacks and treats you can expect to find in your customizable snack bag.

    Our Partners

    Logo of the Maine Tourism Association showing a lighthouse and text.
    Logo of Maine Dock and Dine with a dock, sun, and birds illustration.

    "Rum Runner" Cruises

    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.

    Join Now

    What does the "Rum Runner" Cruise Entail?

    Your Choice of Spirit

    Rare and Interesting Options

    Rare and Interesting Options

    A collection of premium bourbon whiskey bottles on a reflective surface.

    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.

    Rare and Interesting Options

    Rare and Interesting Options

    Rare and Interesting Options

    Three bottles of rum with Mount Gay boxes on a reflective surface.

    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.

    The Tasting

    Rare and Interesting Options

    A Private Experience

    Luxury boat seating area with a white table and gray cushioned seats.

    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.

    A Private Experience

    A Private Experience

    Sailboats anchored on calm water under a cloudy sky at dusk.

    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.

    A Customized Itinerary

    A sunny marina with several luxury yachts docked along the pier.

    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.

    The Maine Snack Bag

    A collection of snacks, drinks, and a tote bag displayed outdoors.

    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.

    Book Your Rum Runner Cruise Today!

    Copyright © 2026 Find Your Way Charters - All Rights Reserved.

    • Privacy Policy
    • Terms and Conditions

    Powered by

    This website uses cookies.

    We use cookies to analyze website traffic and optimize your website experience. By accepting our use of cookies, your data will be aggregated with all other user data.

    Accept