Relaxed Boxing Day Cruise on the Water with Waifs and Strays

After the excitement and indulgence of Christmas Day, many look for a way to unwind and enjoy the holiday spirit in a more laid-back setting. The annual Boxing Day Waifs and Strays Christmas Cruise offers the perfect chance to do just that. This festive sail invites boat owners and enthusiasts alike to come together for a gentle day on the water, sharing good company, fresh air, and delicious food. Whether you have a boat or want to join as a guest, this event promises a memorable way to extend the holiday celebrations.

!Eye-level view of sailboats anchored near a tropical island with calm blue waters

Setting Sail from West End

The cruise begins at West End, a popular departure point known for its welcoming marina and easy access to the surrounding islands. Participants are encouraged to arrive by 10 a.m. to prepare for a smooth departure. The route leads to the B Line Bar and Restaurant on Little Jost Van Dyke, a scenic and tranquil spot ideal for a relaxed day.

Boaters who own vessels are invited to join the flotilla, creating a lively yet calm procession of boats making their way through the sparkling waters. Those without boats are warmly welcomed to hop aboard any vessel with available space. This inclusive approach ensures everyone can enjoy the day, regardless of their boating experience or access to a boat.

A Day of Relaxation and Good Company

The Boxing Day cruise is designed to be a low-key, enjoyable experience. The schedule runs from about 10 a.m. to 4 p.m., allowing plenty of time to soak in the sun, chat with fellow sailors, and take in the beautiful surroundings. The pace is gentle, with no rush or pressure, making it ideal for anyone looking to shake off the Christmas leftovers and breathe in fresh sea air.

The B Line Bar and Restaurant serves as the perfect destination for the group. Known for its welcoming atmosphere and stunning views, it offers a comfortable spot to dock and relax. The venue’s BBQ facilities are available for participants to grill their own food, adding a fun and interactive element to the day.

Bring Your Own Food and Drinks

The event is BYOB (bring your own beverages) while aboard the boats. Participants are encouraged to pack their favorite drinks and provisions to enjoy throughout the day. The BBQ at B Line will be fired up, ready for everyone to cook their own meals. Whether you prefer burgers, hotdogs, steaks, or even leftover turkey from Christmas dinner, you can bring it along and grill it fresh.

This setup allows for a casual, picnic-style feast where everyone can share recipes, swap stories, and enjoy the simple pleasure of cooking outdoors. It also means you can tailor your meal to your own tastes and dietary needs without any fuss.

Renew Your Club Membership

In addition to the fun on the water, the cruise offers a practical opportunity for members to renew their club memberships for 2026. Stevie will be on hand throughout the day to assist with renewals, making it easy to stay connected and involved with the club’s activities in the coming year.

This convenience means you can take care of your membership while enjoying the festive atmosphere, ensuring you don’t miss out on future events and cruises.

Tips for a Great Day on the Boxing Day Cruise

To make the most of the Boxing Day Waifs and Strays Christmas Cruise, consider these helpful tips:

• RSVP early: Contact the Commodore to confirm your attendance and help coordinate boat space and numbers.

• Pack smart: Bring sunscreen, hats, and sunglasses to protect yourself from the sun.

• Prepare your provisions: Think about easy-to-grill foods and beverages you enjoy.

• Bring comfortable seating: Some boats may have limited seating, so a portable chair or cushion can add comfort.

• Dress in layers: The weather can change throughout the day, so bring a light jacket or cover-up.

• Stay hydrated: Bring plenty of water alongside your other drinks.

• Respect the environment: Dispose of trash properly and keep the waters clean.

  
  

Why Join the Boxing Day Cruise?

This cruise offers more than just a day on the water. It’s a chance to connect with fellow boating enthusiasts, enjoy the natural beauty of the islands, and create lasting holiday memories. The relaxed pace and friendly atmosphere make it accessible for all ages and experience levels.

For many, it becomes a cherished tradition, a way to extend the joy of the holiday season in a peaceful and refreshing setting. The combination of sailing, socializing, and good food creates a unique experience that stands out from typical holiday gatherings.