Captain Joshua Waldman

Maritime Professional & Adventure Sports Instructor

Captain Joshua Waldman stands as one of the maritime industry’s most versatile professionals, with a career spanning over two decades on waters around the globe. His exceptional background combines commercial operations, recreational sailing, and adventure sport instruction into a unique maritime portfolio.

Professional Yacht Delivery

Joshua’s reputation in professional yacht delivery is built on precision navigation and meticulous vessel care. Having safely delivered vessels ranging from 30-foot monohulls to 120-foot luxury catamarans, his delivery experience encompasses routes across the Atlantic, Pacific, and Caribbean waters. Yacht owners and brokerages consistently turn to Joshua for his exceptional reliability and capacity to handle diverse vessels in challenging conditions.

Captain SF Charter Operations

As a founding captain with Captain SF Charter, Joshua transformed the San Francisco Bay sailing experience. He developed signature routes showcasing the Bay’s dramatic seascapes while prioritizing passenger comfort and engagement. His innovative approach to charter operations – combining historical narration with hands-on sailing opportunities – redefined customer expectations in the competitive San Francisco charter market. Under his leadership, Captain SF became recognized for excellence in both private luxury charters and corporate team-building excursions.

Global Cruising Experience

Few can match Joshua’s extensive world cruising résumé. His personal sailing adventures have carried him to six continents and over 40 countries. Notable expeditions include:

  • A 32-month Pacific circumnavigation aboard his restored 41-foot ketch, Wind Dancer
  • Extensive exploration of Southeast Asia’s remote archipelagos
  • Navigation of Patagonia’s challenging channels
  • Multiple Atlantic crossings via both northern and southern routes
  • Extended Mediterranean cruising, focusing on less-traveled Greek islands and Turkish coastlines

These journeys provided Joshua with invaluable experience in blue-water navigation, weather forecasting, and vessel self-sufficiency – knowledge he now shares through his educational programs.

Transition to Adventure Sports Instruction

In recent years, Joshua has channeled his maritime expertise into becoming a premier instructor in emerging water sports. His instructional programs in wingfoiling, SUP foiling, and parawing have quickly gained recognition for their systematic approach and accelerated learning outcomes. Joshua’s teaching methodology integrates his deep understanding of wind patterns, water conditions, and vessel dynamics developed during his extensive maritime career.

His adventure sports academy now operates from multiple coastal locations, offering everything from beginner wingfoil instruction to advanced downwind parawing expeditions. Joshua’s innovative teaching techniques – particularly his “body mechanics first” approach to foiling – have attracted students from across the country seeking to master these challenging new sports.

Education & Certifications

Joshua’s professional credentials include:

  • USCG 100-Ton Master License with sailing endorsement
  • RYA Yachtmaster Ocean certification
  • Certified ASA sailing instructor (101-106)
  • Wilderness First Responder
  • International Kiteboarding Organization (IKO) Level 2 Instructor
  • Professional Association of Diving Instructors (PADI) Rescue Diver

Philosophy

Captain Joshua Waldman approaches both maritime operations and adventure sports instruction with a philosophy centered on technical precision, environmental respect, and accessible knowledge sharing. Whether delivering a multimillion-dollar yacht across an ocean or teaching a first-time wingfoiler, he brings the same attentive focus and commitment to excellence that has defined his remarkable maritime career.

Empowering Instructors to Share Their Passion for Wind Sports.