Weddings

  • It all begins with an idea. Maybe you want to launch a business. Maybe you want to turn a hobby into something more.

  • It all begins with an idea. Maybe you want to launch a business. Maybe you want to turn a hobby into something more.

Corporate & Business

  • It all begins with an idea. Maybe you want to launch a business. Maybe you want to turn a hobby into something more.

  • It all begins with an idea. Maybe you want to launch a business. Maybe you want to turn a hobby into something more.

Family Gatherings

  • It all begins with an idea. Maybe you want to launch a business. Maybe you want to turn a hobby into something more.

  • It all begins with an idea. Maybe you want to launch a business. Maybe you want to turn a hobby into something more.

Basic

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Intermediate

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Advanced

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Bronze

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Silver

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Gold

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Exciting Private Charter Trip Options

  • Family Reunions

    What better way to spend memorable time with your family than holding your family reunion event aboard the WEJACK. Whether you have a small family and need an intimate gathering or you have a large family and need a larger event space, the WEJACK is the perfect vessel for parties up to 46 passengers. With a professional crew taking care of all the event details, you can sit back, relax and enjoy your family on the beautiful ocean waters of Cape Ann.

  • Corporate Gatherings

    Aboard the WEJACK you will be able to hold your corporate event with up to 46 guests! Cape Ann Cruises’ skilled and enthusiastic event planner will be able to design and execute the perfect blend of business and pleasure for your company gathering. Let the WEJACK captain guide you around Cape Ann, and even beyond if you prefer a longer ocean trip. Food and beverage service will be available upon request and our event planner will be able to coordinate the timing and style of service for your business gathering.

  • Fishing Trips

    Ever thought of hosting a fishing trip in beautiful Gloucester, MA with your family and friends? Now is the time! Come along aboard the WEJACK and let the Captain take you to the beautiful surrounding waters where you will be able to enjoy the possibility of catching an array of different fish! So get your fishing gear ready, grab your fishing rod, and let the Cape Ann Cruises captain take you around the inspiring waters of Cape Ann. We’ll make sure you have a REELY great time!

Types of Trips You Can Choose for Your Personalized Private Cruise Group/Party

Whether you are getting married on WEJACK or enjoying a family gathering at sea, the Cape Ann Cruises’ team will accommodate an array of activities for your cruise! Choose from:

  • Whale Watching 

  • Seal Watching 

  • Fishing - Deep Sea and Blue Fin Tuna Fishing

  • Swimming/Beach Destination

  • Island Hopping 

  • Sunset Cruise & Sunrise Cruise

  • Music Cruise

  • Wine Tasting Cruise

  • Lighthouse Cruise

  • Themed Party Cruise

  • Custom Locations/Destinations

    • Custom Pickup/Drop-off Locations or Round-trip from Gloucester. Since our dock(examples - pickup in Boston and Cruise the beautiful coast to Salem, Gloucester, Rockport, Newburyport, or write us and let us know what fun ideas you have)

    • Custom Destinations (billed hourly from when we leave our dock in Gloucester to when we return): Boston, Salem, Portsmouth, Isles of Shoals, Cape Cod and South Shore, Kittery, Portland, Points in Down East Maine).

  • Halloween and Other Themed Cruises - Themed cruise into Salem harbor - Available throughout the month of October (or anytime if you love Halloween). 

  • City (Boston) Cruises - Need at least 4-5 hours (music and alcohol available) 

Trip Activities

Whether you are getting married on WEJACK or enjoying a family gathering at sea, the Cape Ann Cruises’ team will accommodate an array of activities for your cruise! Choose from:

  • Fishing 

  • Swimming 

  • Island Hopping 

  • Sunset cruises 

  • Music cruises

  • Wine tasting cruises 

  • Snorkeling

  • Whale and seal watching 

  • Halloween Cruise - Themed cruise into Salem harbor - Available throughout the month of October 

  • City (Boston) Cruises from Gloucester - Need at least 4-5 hours (music and alcohol available 30 minutes after leaving dock and 30 minutes before coming back to dock)