Hit Makers & Rum Chasers 2027
January 27–30, 2027
Anguilla, British West Indies
Limited to just 100 guests
With winter coming, we’re planning a way to stay warm. Imagine some of music’s greatest hitmakers playing just a few feet away, telling the stories behind their songs, with your toes in the sand and a rum punch in your hand. That’s Hit Makers & Rum Chasers, and this January we’d love for you to join us for good music, good vibes and good rum.
This isn’t a concert. It’s a series of intimate, specially curated shows where the artists take you on a musical journey of storytelling you won’t hear anywhere else:
- NIGHT ONE: A welcome dinner and private show with Grammy-winning duo Brothers Osborne
- DAY TWO: A full day of island hopping, with sunshine, cocktails, lunch and some of the Caribbean’s most beautiful water
- NIGHT THREE: Music under the stars with the legendary Don Felder, former member of the Eagles and co-writer of Hotel California, alongside award-winning local cuisine
- THE FINALE: A celebration of Live in Anguilla with Parrothead favorites Mac McAnally and Scotty Emerick at Bankie Banx’s famous Dune Preserve
YOUR PACKAGE INCLUDES:
- Welcome dinner and exclusive show with Brothers Osborne
- Island-hopping day excursion with cocktails and lunch
- An intimate evening of local cuisine, storytelling and music with Don Felder
- The Live in Anguilla 20th Anniversary celebration with Mac McAnally and Scotty Emerick
- All food and beverages at every event
Packages start at $6,000 per person and with only 100 spots available we expect them to go quickly.
Every purchase gives back. Hit Makers & Rum Chasers supports the Key of Sea Foundation and you can see the impact made supporting youth music, arts, sports and developmental programs in the US, USVI and Caribbean HERE. And see how much fun we have HERE!
We’d love to welcome you to the family. Fins up!
Additional Information
HOW TO GET THERE
- St Martin (SXM) - the Princess Juliana International Airport. Catch the ferry to Blowing Point HERE
- Fly direct to Anguilla (AXA) - Clayton J. Lloyd Airport
WHERE TO STAY:
We suggest staying close to our events which will be held in Meads Bay and Rendezvous Bay.
We have the following hotel partners:
- Malliouhana
15% discount on rooms for our group. Book early, as these will go quickly.
*Discount code expires 11/13/2026
Hotel link: https://malliouhana.com
Discount code: KEYOFSEA - Aurora Anguilla
Discounted rate of $999 for Merryweather Tower rooms
Hotel Link: Hit Makers & Rum Chaser Booking Link
*For event privacy, full itinerary and locations provided closer to event date.
**Airfare and hotel NOT included in package pricing