Wayward Sailor, voted the Best of the USVI an embarrassing number of times - We provide Daysails, snorkeling and sailing charters and also perform weddings on St. John, US Virgin Islands
Come Sail Onboard Wayward Sailor!
Voted Best On St. John for 16 years running by
the readers of the Virgin Islands Daily News!

Come Sail and Snorkel with us for the BEST day of your vacation!

"the ultimate in personal service"

Thank you for your interest in Wayward Sailor!
We are sorry to say that all our trips are suspended until further notice.
We apologize for any inconvenience. Please check back again.

Thank you, Capt. Phil

Adventures at Sea with Captain Phil Chalker  
Hot off the press!!!

This book is a collection of stories from memories and events that took place over the course of Phil's lifetime. It begins in his early life as a boy from Michigan and explains how he came to spend most of his adult life living among the sea. The book ends with how he ended up here, in St. John.

For those who dream of bigger things, like chasing the horizon and riding the wind to new places, Adventures at Sea with Captain Phil Chalker is meant to inspire and encourage those navigating the ever-changing seas of life. From dynamite to DEA deals, from the Tonton Macoute to Voodoo religious services, one will never expect the twists and turns that comprise the breadth of Captain Phil's journey.

Click here to purchase



 


Featured in the following publications:

Wayward Sailor, voted the Best of the USVI an embarrassing number of times - We provide Daysails, snorkeling and sailing charters and also perform weddings on St. John, US Virgin Islands

The Wayward Sailor on The Vacation Rental Show



"A day sail on the Wayward Sailor and snorkeling with Capt. Phil Chalker, a marine naturalist, is a must".

Stars Love Going to St. John by Lindsey Hunter
OK Magazine, December 2007

Other than the awards, why should you sail with Wayward Sailor?


  • We specialize in sailing!  As a 30 plus year Caribbean sailor, we only run the engine when we have to
  • U.S. Virgin Islands (USVI) charters: Visit the US Virgin Islands National Park (VINP), St. John
  • Natural adventure and environmental education for your family: children friendly
  • All inclusive full day and half day sails, sunset sails, adventures on St. John, or the Soggy Dollar Bar or White Bay. Customized private charters available for groups, honeymoons, newlyweds, kids. Snorkel gear available.
  • Experience the Caribbean environment on our sailboat trip: eco tour from Cruz Bay, St. John- best activity in the USVI with our charter boat
  • Guided snorkeling and snorkel lessons for all levels: beginner snorkelers to advanced free divers. Capt. Phil joins you in the water to teach and assist!
  • Personal and professional service: Capt. Phil is a licensed, insured captain and marine naturalist of St. John, Virgin Islands
  • Marriage and vow renewal ceremonies: romantic weddings at sea or on a tropical beach
  • Experience the romance of a spiritual wedding ceremony or renewal of wedding vows with Rev. Phil Chalker, an ordained minister



Wayward Sailor, voted the Best of the USVI an embarrassing number of times - We provide Daysails, snorkeling and sailing charters and also perform weddings on St. John, US Virgin Islands.
United States Virgin Islands
  Wayward Sailor, voted the Best of the USVI an embarrassing number of times - We provide Daysails, snorkeling and sailing charters and also perform weddings on St. John, US Virgin Islands.
Virgin Islands Charter Yacht League
  Wayward Sailor, voted the Best of the USVI an embarrassing number of times - We provide Daysails, snorkeling and sailing charters and also perform weddings on St. John, US Virgin Islands.
www.St-John.com