Luxury Caribbean Catamaran Charters

Crew Profiles:
Capt. Tim Montgomery
Captain Tim welcomes you aboard the beautiful 52’ Lagoon Catamaran, Ventana. Tim spent the first 10 years of his career as a professional chef traveling and working all over the world. He was born and raised in St. Louis Missouri, which you can imagine is not the sailing capitol of the United States. He found his love for the Ocean when he spent 3 years aboard National Geographic’s expedition ships sailing the entire west coast of North and Central America. He found his true home when he moved down to St. Thomas and fell in love with the culture and pristine Carib waters.

After 3 years running chartered yachts all over the U.S and B.V.I’s, Tim knows all the secret spots and hidden gems the islands have to offer. After years of being a chef, he certainly knows his way around the bar and would be happy to mix up some delicious craft cocktails anytime. He prides himself on not having a set itinerary and having the ability to read the vibe of the day. Creating the perfect relaxing vacation everyday for guests and imparting on them the same love of the islands he has. 

Tim holds a USCG masters license and STCW 95 certification and has logged well over 1000 days at sea. He would love to share his passion for the sailing lifestyle and personally tailor the perfect yacht vacation for you and yours. You can usually find him strumming his guitar or diving down to catch some spiny lobsters to throw on the grill for that night’s dinner. From his culinary skills, island knowledge, and a knack for creating the most fun charter environment possible, he’s the ideal Captain for your next vacation.

Chef Jason Mackay
Born in South Africa and raised in Louisiana, Jason was always surrounded by a community that greatly appreciates a meal surrounded by good friends and family. Always an adventurous spirit, Jason always had a passion for travel and nature. Living in Asheville, NC was very influential in developing a connection with the fruits of nature and set Jason on a path to create seasonal and local dishes based off of local foraged ingredients. Living in Mexico, he spent most of his time in the water spearfishing and orchestrating pop up dinners based around the catch of the day and joining people together in the community. Creating culinary experiences and joining people together is Jason’s true passion in life and he is excited to highlight the bounty of the Caribbean sea.