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BOOK 7+ DAYS IN ADVANCE AND RECEIVE AN ADDITIONAL 5% OFF YOUR ONLINE BOOKING. ENTER PROMO CODE EARLY AT CHECKOUT

For the Perfect Destination Wedding or Just the Best Party Ever!

Contact our Private Charter consultant today at (207) 593-2023 or email us for a complimentary proposal.

All size groups are welcome for your private sailing charter, from a cruise for 1 up to 28 on a single ship. Our majestic wooden schooners are available for private charters with each trip fully customized to your specifications, including beverages and food. Since the schooners are licensed premises for full liquor bars in Maine you can choose from a full array of drinks. We can arrange music for your special day – whether its a DJ, folk singer or steel drum percussionist. Popular sailing charters are morning or afternoon sails and, of course, a spectacular sunset cruise.

When in Booth Bay your destination wedding will be beautiful on the deck of a two-masted schooner. Or make us part of your wedding plans – rehearsal dinner, bridesmaid luncheon or the wedding reception itself.

Boat charters are great for birthday parties, camps and family get-togethers alike. Corporate events become favorite events when combined with Schooner sailing charters. Whether it’s team building activities, impressing a client, a unique office Christmas party or a conference sunset sail, we take care of the details and customize the no-worry event to suit your unique needs.

Our Charters Coordinator will work with you on designing your own unique charter package to make your event stress-free and amazing.

Booth Bay The Ultimate Downeast Occasion

Book your Booth Bay private charter on the historic Eastwind & Applejack Schooners. Eastwind, built in 1999 and measuring at 65-feet, is the largest schooner whose home port is Boothbay Harbor. Schooner Applejack sails proudly carrying 14 passengers and is perfect for an intimate two-hour or private custom charter Sail Maine adventure. These stunning schooners accommodate up to 28 passengers on the Eastwind and 14 passengers on the Applejack. Sure to impress with their massive spars and wide beams, the Eastwind or Applejack schooners are the perfect way to celebrate your special event. Picture your Maine destination wedding on the deck of a historic schooner. Exchange vows with the amazing New England sunset, sky glowing pink, as the backdrop. Corporate events are spectacular set against Booth Bay’s picturesque shoreline.

With a full liquor license, choose from a wide selection of cocktails, champagne, wine and beers. Food service can be arranged. Let your imagine roam – from simple steaming hot bowls of New England chowder to fancy hors d’oeuvres to buffet style dinners and everything in between.