Heading South This Winter? Consider the Salty Dawgs 2025 Caribbean Rally

Aug 14, 2025

While the leaves aren’t quite turning yet, it may be time to start thinking about taking your boat to the Caribbean. There are some goog alternatives to making the trip on your own; departing around November 1 from Hampton, VA the Salty Dawg Caribbean Rally is the largest rally leaving the US East Coast each fall – as well as the most fun!

Whether you are thinking about heading south in your own boat this winter, or building experience as you work towards a long term dream, there are many ways to get involved and learn more:

Read about the rally and register here.  Reminder – the deadline to receive the discounted rally fee is tomorrow, August 15

Watch a recording of the Dawg  webinar:   A look at the 2025 Caribbean Rally.

Many captains are looking for crew.  Sign up here and gain valuable experience.

Have a question?  Post it on the Salty Dawg app!

And read some tips and learnings from those who have done it before click here:

FIRST PASSAGE TO THE CARIBBEAN – TOP TIPS and THINGS WE WISH WE’D KNOWN