Jessica Siregar

Celebrate life through travel.

Jessica Siregar is an award-winning luxury travel advisor specializing in bespoke travel experiences that blend adventure, romance, and celebration. With over a decade of experience curating custom itineraries around the globe, Jessica transforms your wildest travel dreams into unforgettable journeys—designed with precision, passion, and a deep commitment to meaningful travel.

Her expertise spans the world’s most captivating destinations, from the sun-drenched shores of the Mediterranean to the untamed beauty of Southeast Asia. Jessica’s specialties include:

• Luxury Safaris & Expedition Cruising
• River & Small Ship Cruising
• Romantic Beach Getaways & Honeymoons
• Milestone Celebrations: Anniversaries, Birthdays & Once-in-a-Lifetime Escapes
• Wellness Retreats & Immersive Cultural Journeys
• Custom Itineraries in Italy, France, Spain, Portugal, Greece, Southeast Asia & Beyond

Jessica believes that travel is the ultimate way to celebrate life. Whether it’s sailing through the British Virgin Islands, sunset surfing in Bali, or exploring a private island off the coast of Belize, she brings first-hand insight, global connections, and a flair for luxury to every journey she designs.

A natural storyteller and experience curator, Jessica is passionate about helping like-minded travelers create "once-in-a-lifetime" memories. She’s been recognized as one of Travel Agent Magazine's Top 30 Under 30, and currently serves as the President of the North Florida Chapter of ASTA (American Society of Travel Advisors). She is a Certified Travel Associate and holds destination specialist certifications in Thailand, Bali, Hawaii, Belize, Aruba, and the British Virgin Islands.

Based in the coastal community of St. Augustine, Florida, Jessica lives what she plans—balancing her days between fishing, boating, yoga, and beach time with her apricot poodle, always seeking the next inspiring destination for her clients.