Fair Winds and Following Seas to Our Founder, Capt. Jon Stewart

Last summer, Captain Jon Stewart made his last voyage on Rumbaba.

He loved his life in St. Thomas and never wanted to leave. Sailing charters was an integral part of him. Everything about it he loved, especially meeting new people every day and especially entertaining people with his 1st mate and companion, Christina.

Chartering Rumbaba was the happiest time of his life. He was at home there and expressed last weekend how much he missed being on the boat and how much he missed all the wonderful friends and people in Red Hook.

We regret passing on the news that Jon passed away just recently.  We lost an essential being in our Red Hook, St. Thomas and the seafaring community. Jon was the epitome of a kind and generous soul.

 

Rumbaba continues to sail in Jon's and Christina's tradition... 

 

 

Here is the history that makes Rumbaba today one of the Premier Day Charters in the USVI:

 

Having logged thousands of nautical miles, we know a thing or two about what our passengers expect and deserve. Thanks to our years of experience sailing the waters of the Caribbean and beyond, we take pride in being one of the best day sail experiences in St. Thomas.

Over the last dozen years, we’ve created a reputation as one of the top Caribbean sailboat providers in the region. Our safety record remains untarnished and our reputation for attentive guest services is unsurpassed. Handling every aspect of your excursions to the highest possible level of customer service, we strive to make your Caribbean sailboat expedition a delightful day on the water and your best day on the island.

Our Founding Crew

Captain Jon  

Jon was raised and lived in Portland Oregon for most of his life until discovering the Caribbean waters. Jon loves entertaining and it really shows on our Caribbean sailboat day sails! He loved everything from making drinks and food to entertaining and guiding first-time snorkelers and more. No matter what experience you are looking for, he and his crew will do their best to make it happen. Captain Jon has had many job titles from stuntman to custom body and paint shop owner to delivering boats. He has delivered boats from Hawaii to the U.S., Mexico, Canada, and most ports in between. Although he will never claim to be a sailor, he has over 20,000 offshore miles of sailing experience in the Pacific Ocean. With his last three years sailing in the Caribbean.

This is the very best job Jon and Christina have ever had, as they work together to make your Rumbaba Charters St. Thomas experience your best day on the island.

 


First Mate/Admiral Christina  

Christina has spent her life moving around whenever she can. After being raised in Portland Oregon, she has lived in Hawaii on Maui and Molokai, California, and seven other states. Now she calls the Caribbean and St. Thomas her home. Christina has over 3000 Pacific ocean offshore delivery miles with Jon. She loves her family and remembers places she visits by how good their food is, which puts Mexico high on her list.

Christina is your bartender, Chef, photographer, snorkel guide, and Jon's boss, making sure you have the best day of your vacation aboard Rumbaba Charters St. Thomas.

 

 

 


Take your next Caribbean vacation from ordinary to extraordinary with a day sail or sunset sail trip around St. Thomas. With snorkeling, swimming, relaxing, and indulging in local Caribbean fare all available within arm’s reach, there is nothing better! Book now for best rates and availability.