Capt. Phil Chalker
PO Box 37
St. John, VI 00831-0037
(340) 473-9705
Email Capt. Phil
Sunset Sailing Charter

Join us for a romantic, leisurely Caribbean sunset aboard the Wayward Sailor with spectacular views of the Virgin Islands.



The bow of the sailboat provides romantic "alone" time for viewing the sunset and enjoying chilled French champagne.



Caribbean sunsets are as expansive as the horizon, framed by nearby tropical islands. Watch as the lights of St. Thomas and the evening stars begin to shine as we sail back to Cruz Bay.



Sunset sails may be combined with a romantic wedding or, at no additional charge, a vow renewal ceremony on a private beach accessible only by boat.






Sail, relax and hear all about the local folklore from Capt. Phil during a spectacular sunset, complete with champagne or sparkling cider and hors d'oeuvres (fruit and cheese platter). We also offer beer, soda, and water.



Sunset Sail Includes:
  • Approximately 2 hour leisurely sail
  • Personal service - maximum of six guests
  • Champagne or sparkling cider
  • Hors d'oeuvres (fruit and cheese platter)
  • Open bar - beer, soda, water
  • Coast Guard licensed, experienced Captain
  • Professional crew on board
  • All sunset sails are exclusive (private charter) for up to 6 guests for only $450


Dear Capt. Phil,
Karen and I had our vows renewed by you and then had a wonderful sunset sail. The day was magical! We will be returning to St.John again and we will definitely spend time on the Wayward Sailor. I wear my t-shirt with pride!
Take care, Jan



Capt. Phil Chalker
PO Box 37
St. John, VI 00831-0037
(340) 473-9705
Email Capt. Phil