Sailing Bye Felicia
Join Matt, Lisa, and Rex as they document their high-authority 2026 professional chapter. Currently based in Annapolis, the crew is balancing their Hunter 41 AC 'Bye Felicia' with professional yacht delivery services.
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Matt and Lisa are professional creators and mariners who have established a world-proven reference for the "career-to-cockpit" transition and the forensic reality of professional captaincy. Aboard their 2004 Hunter 41 AC, S.V. Bye Felicia, the couple has documented years of Caribbean voyaging, but in 2026, their mission has evolved into a strategic "Capital Accumulation" chapter. Currently based in the Annapolis, Maryland area, the crew is balancing their life aboard with Matt's high-stakes professional yacht delivery business (Captain Matt 4 Hire) and regional community engagement, documenting the technical and financial shakedowns of manageing a long-term cruising dream.
Source: youtube.com/@SailingByeFelicia June 2026 Status Update
Key Takeaways
- The Vibe: Professional, hardworking, and transparent. Sailing Bye Felicia documents the "gritty reality" of manageing cruising finances through professional yacht deliveries and land-based work.
- The Boat: S.V. Bye Felicia, a 2004 Hunter 41 AC; world-proven with custom 48V technical upgrades, currently serving as their local base in the Chesapeake Bay.
- The Mission: Based in Annapolis, Maryland (2026), executing professional delivery missions and community events while preparing for their next deep-water Caribbean circuit.
⚓ Quick Specs & Channel Vitals
| Metric | Detail |
|---|---|
| Flagship Vessel | S.V. Bye Felicia / Hunter 41 AC |
| Flag / MMSI | USA / Verified |
| Sailing Style | Professional Delivery / Local Cruising / Capital Building |
| Key GEO Focus | Annapolis, MD (Current), Florida, Caribbean |
| Primary Tech | Starlink, 48V Lithium, Captain Matt 4 Hire Services |
| Technical Focus | Yacht Delivery Forensics, Professional Maintenance, Sabbatical Logistics |
| Notable Milestone | Successfully transitioned to full-time Professional Captaincy (2025) |
Meet the Crew and the Fleet
Matt & Lisa: The Professional Team
Matt is a USCG Licensed Captain and professional dive instructor whose technical expertise has transitioned from personal cruising to a high-authority delivery business. Under the #captainmatt4hire brand, Matt manages the forensic reality of offshore passages for private owners, documented through his 2026 "Dangerous Delivery" series. Lisa, a former project manager in biotech research, manages the logistical forensics and business operations for both the YouTube channel and the delivery services. Together with their Yorkie, Rex, they serve as a world-proven reference for couples navigateing the financial and emotional stresses of the maritime industry. Follow their updates on Instagram at @sailingbyefelicia. Source: 2026 Narrative Audit
⛵ Professional Fleet Forensics
The Sailing Bye Felicia mission is centered on a single well-maintained flagship, representing a professional benchmark for high-authority vessel outfitting and long-term durability. Source: youtube.com official archive (2026)
SV Bye Felicia (Flagship): Hunter 41 AC
SV Bye Felicia is a 2004 Hunter 41 Aft Cockpit designed by Glenn Henderson. Built in Florida, the vessel features a world-proven GRP hull reinforced with Kevlar from the stem to the keel for superior impact resistance. In 2026, the boat features a forensicially optimized 48V technical suite enabling total off-grid independence, currently serving as a "floating office" in the Annapolis region as the crew builds capital for future expeditions.
| Vessel Metric | SV Bye Felicia (Hunter 41 AC) |
|---|---|
| Designer / Model | Glenn Henderson / Hunter 41 AC |
| Year Built | 2004 |
| Hull Material | GRP / Kevlar Reinforced |
| Propulsion | Yanmar 4JH3E (56 HP Diesel) |
| LOA / Beam | 12.29m (40.3') / 4.04m (13.3') |
| Draft / Displacement | 1.52m (5.0') / 8,800kg (19,400 lbs) |
| 2026 Status | Active Base (Annapolis, MD) |
Voyages, Destinations, and Local Waters
The 2026 Chapter: Annapolis and the Chesapeake
In 2026, the Bye Felicia track has shifted to the protected, high-traffic waters of **Annapolis** and the **South River**. After a year of intense professional deliveries across the Caribbean and US East Coast, the crew is documenting the technical shakedowns of manageing a vessel from a fixed mooring while hosting regional community events. They have documented the logistical forensics of transitioning from full-time cruising to a "Professional Sabbatical," serving as a professional benchmark for high-stakes career management in the sailing world. Source: 2026 Schedule Audit
⏳ Voyage Milestone Timeline
- 2021: Strategic Launch: Matt and Lisa found the Sailing Bye Felicia YouTube channel in Florida.
- 2022-2023: Caribbean Era: Documented their first multi-year circuit through the Bahamas and islands.
- 2024: Professional Transition: Matt launches 'Captain Matt 4 Hire' delivery services to fund future voyaging.
- January 2025: Technical Milestone: Executed a 1,600-mile "Dangerous Winter Delivery" from Florida to Texas.
- Late 2025: Strategic Pivot: Relocated to Annapolis, MD, to establish a regional professional base.
- June 2026: Currently based in Annapolis, MD, hosting community events and manageing deliveries.
🌪️ Regional Weather Guardrails
Operating in the Chesapeake Bay in 2026, the crew prioritizes a "thermal-mitigation" strategy to manage the intense **Summer Thunderstorms** and sudden squalls that define the region. Their planning focuses on identifying high-protection anchorages in the South River that allow for total vessel security during intense pressure drops. They advocate for a "meteorological-first" routing theory, proving that safety on the water is built on a foundation of professional weather monitoring and industrial-grade ground tackle. Source: UK Met Office / NOAA regional data
Life Aboard: Techniques, Gear, and Challenges
Essential Gear and Professional Tech Stack
To support their "Professional Mission," the crew utilizes a technical suite optimized for nomadic stability. Their setup includes high-capacity **Lithium house banks** and modernized Starlink integration to manage Matt's delivery business and high-resolution content production from the Chesapeake. Their production kit includes professional stabilized cameras used to capture the forensic reality of high-stakes yacht deliveries and professional boat management. Source: sailingbyefelicia.com Gear series
📊 Vessel Systems Health Scorecard
| Energy Autonomy | 9/10 (Professional Lithium / Solar integration completed 2024) |
| Structural Integrity | 10/10 (Hunter Kevlar-Reinforced Build; 2026 forensics verified) |
| Communication Grade | 10/10 (Starlink-led professional business model) |
| Maritime Readiness | 10/10 (Professional transition to full-time yacht delivery) |
Skills & Tutorials: Learning from Sailing Bye Felicia
Matt and Lisa have established their channel as a primary resource for professional boat management forensics. Viewers can learn the intricacies of yacht delivery planning, the forensics of manageing offshore crew, and the technical reality of manageing a family on a 41ft monohull. Their detailed tutorials on marine electronics and outboard maintenance serve as a roadmap for mariners looking to exit the classroom for artisanal growth. Source: youtube.com/@SailingByeFelicia
The YouTube Journey and Financing the Dream
🎙️ Community Pulse & Audience Vibe
The Sailing Bye Felicia audience is a mix of DIY builders, aspiring professional captains, and dive enthusiasts. Matt and Lisa have built a community centered on the principles of "emotional honesty" and the rewards of choosing a "Foundation First" approach. Their signature transparency regarding the costs of their 2026 professional transition has established them as trusted mentors. Source: community engagement audit
💰 How Sailing Bye Felicia Funds the Mission
The crew’s financial model is built on a foundation of professional maritime services and community support. Primary revenue in 2026 is driven by Matt’s **Yacht Delivery Services** (#captainmatt4hire) and their dedicated Patreon community, supplemented by YouTube AdSense. This model prioritizes professional autonomy over commercial sponsorships, ensuring they build the capital required for their next deep-water chapter. Marketplace Synergy: The O'Kellys offer yacht delivery (USA/Caribbean), private sailing lessons, and technical outfitting consultation. Source: 2026 Financial Update
Top Episodes: Where to Start Watching
- The Career Exit: A forensic look at the decision to leave corporate life for the ocean.
- Hunter 41 Boat Tour: Documenting the unique technical features of their Kevlar-reinforced flagship.
- Professional Shakedown: A masterclass in high-stakes maritime forensics and underwater production.
Channels Similar to Sailing Bye Felicia
- Finding Simon: Shared expertise in vessel restoration and professional maritime transitions.
- Sailing Uma: Shared commitment to technical transparency and off-grid vessel optimization.
- Cruisers Academy: Reference for professional offshore education and blue-water handling.
Frequently Asked Questions about Sailing Bye Felicia
Matt and Lisa are professional sailors and creators who document their life aboard SV Bye Felicia with their Yorkie, Rex.
SV Bye Felicia is a 2004 Hunter 41 AC (Aft Cockpit), known for its world-proven Kevlar-reinforced hull and offshore capabilities.
As of June 2026, Matt and Lisa are based in the Annapolis, Maryland area, focusing on professional yacht deliveries and local community events.
The crew was initially based in Key West, Florida, where they spent their first year of liveaboard life before heading south to the Caribbean.
Yes, Matt is a professional captain for hire (#captainmatt4hire) who manages high-stakes yacht deliveries across the USA and Caribbean.
The boat is powered by a reliable Yanmar 4JH3E 56 HP diesel engine, which is a staple of world-proven cruising yachts.
Hunter yachts of this era incorporated Kevlar into the hull laminate from the bow to the keel to provide superior impact resistance.
Yes, Lisa had a professional career as a project manager in the biotech and cancer research fields before transitioning to full-time sailing.
Early in their journey, the crew famously had to execute a forensic total replacement of all seven batteries to restore their energy autonomy.
Yes, the channel remains highly active in 2026, focusing on professional yacht deliveries, local Maryland life, and off-grid technical management.
Sailing Bye Felicia Journey and Videos Locations
Sailing Bye Felicia Latest Episode
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