Proposed Itinerary

Saturday 22 April 2017

• Arrive at Stock Island Marina Village

• Weather/event updates VHF Channel 69 every 2 hours starting at 12:00p
• Use of a van for provisions runs to PUBLIX for participants
• 6:00p – Captains Briefing located in the Captains Lounge, Stock Island Marina Village
• Bar-B-Que/Cash Bar at Stock Island Marina - Shrimp Road Bar and Grill Music by Tall Paul & Kristie

10:00p – Cuba RALLY BEGINS with Sea Prayer on Channel 69

Sunday 23 April 2017
• 4:30a –  Sail to Havana, Cuba

• Afternoon – arrival in Marina Hemingway, Havana, CUBA – Clear customs, dock assignments, health inspections

Monday 24 April 2017
• 8:30a – Group bus tour of Havana - Lunch on own
• 2:00p – Meeting at local schools and bands to distribute instruments
• 7:00-10:00p – Tall Paul & Kristie Concert – downtown Havana

Tuesday 25 April 2017
• Open – Explore on your own

Wednesday 26 April 2017
• Open – Explore on your own

• 7:00-10:00p – Tall Paul & Kristie Concert with local Cuban musician(s)

Thursday 27 April 2017
• Open – Explore on your own

Friday 28 April 2017
• Rally boats head to customs checkout at Marina Hemingway

Saturday 29 April 2017
- Return to Stock Island Marina Village
- US Customs

Please Click Here to Join Us and Receive Our Weekly Newsletter

Our weekly email newsletter keeps you up to date with station information including upcoming events and live broadcasts.  We NEVER sell or give away your personal information or email addresses.

What is the best part of living and loving the Tropical lifestyle?  We get to have fun listening to original music in beautiful tropical locations.  If you have not been to one of our destination shows, you don't know what you are missing!  Come and join us!

Winds of Change Musical Sailing Trip to Havana Cuba

Featured Musicians - Tall Paul  & Kristie Bobal

22 April 2017 - 28 April 2017

Come and join us as we sail to Cuba with our musical guest, Singer/Songwriters Tall Paul and Kristie Bobal aboard a flotilla of captained Catamarans and Monohulls sailing out of Key West to Havana and back to Key West.  This will be a once in a lifetime sailing trip.

Visit Our Sponsors





Book your cabin now!  Reservation deadline is 6 March to allow for proper filing of paperwork.

Call Lea Schiazza, Harmony Yacht Vacations, at 305.504.3175 to lock in your cabin. 

Airfare to Key West, meals, and drinks are the responsibility of the traveler. 

Vessels can be viewed here:

If you are interested and would like to receive the Trip Brochure and Booking Details, please send an email to