SAIL.
One voyage is already sold out. The next two won't stay open for long.
SAIL is intentionally small — only 12 leaders per voyage — and once those 12 seats are gone, they're gone. No waitlist magic. No upgrades later. Just the leaders who moved fast enough to claim a spot. Virgin Voyages + Tara Furiani. You've done the rest. Don't miss this one.
Leadership Development At Sea
EXECUTIVE LEADERSHIP DEVELOPMENT & COACHING ABOARD VIRGIN VOYAGES CRUISES
SAIL is a unique executive leadership development intensive held aboard Virgin Voyages cruises — an executive coaching experience that replaces the conference room with the open sea. Designed and led by Tara Furiani, SAIL blends 1:1 executive coaching, an optional 360 process, peer community, and a luxury Virgin Voyages cruise into a single, transformative voyage for senior leaders.
Each SAIL voyage is limited to 12 executives and sails on a real Virgin Voyages ship — the Brilliant Lady or Resilient Lady — departing Miami for the Dominican Republic, Key West, Cozumel, and the Bimini Beach Club. Your fare includes a Sea Terrace Balcony Cabin, and you can upgrade to a Rockstar or Mega Rockstar Virgin Voyages cruise suite for the ultimate at-sea experience: priority boarding, a personal concierge, an in-suite bar, and the largest balconies at sea — add the Rockstar All-Inclusive rate to have roundtrip airfare and onboard experiences handled for you.
Unlike a traditional executive coaching engagement or off-site leadership development program, SAIL is a unique coaching voyage — designed for C-suite executives, VPs, and senior leaders who need to disconnect enough to transform while still checking in via upgraded ship Wi-Fi. Five executive coaching sessions (two pre-voyage, two onboard, one post-voyage) anchor the experience, with additional 1:1 coaching available at the exclusive SAIL rate.
If you are searching for the most distinctive executive leadership development program of 2026 — the one that pairs a world-class executive coach with a Virgin Voyages cruise in a Mega Rockstar suite — you have found it. Explore the 2026 voyages below and request your spot before the 12 seats are gone.
What Is SAIL
REAL TRANSFORMATION.
NEARLY ZERO DECISIONS.
SAIL is a leadership development retreat unlike any other — built entirely around you and your growth needs. There's no one-size-fits-all curriculum here. It's self-paced across 4 or 5 days at sea, designed to meet you where you are.
Your experience includes pre- and post-voyage coaching sessions, optional onboard 1:1 coaching, and a custom app to guide your leadership journey while you're at sea. Optional group sessions are available for those who want them. A 360 is also available — key people in your work and/or life complete it before you board, so you can focus on both your identified growth areas and the blind spots you didn't know were there.
Scared of cruising? I was too. Join one of our informational webinars and find out why leaning into that fear might be the best professional decision you make this year. Never cruised before? Even better — you'll be spoiled forever by Virgin Voyages.
Still need to work? So do I — both on and off the boat. Virgin Voyages has reliable, fast WiFi, and video calls can be accommodated. Think of it as a workcation: executive development happening in real time, without a stale conference room in sight.
From $4,500 · Executive All-Inclusive from $7,500
Tara is a licensed First Mate with Virgin Voyages. These exclusive SAIL packages are NOT available through Virgin Voyages directly.
What's Included
Sea Terrace Balcony Cabin — solo, or bring your emotional support person at no additional charge
Tara travels with you — she's onboard the entire voyage
Upgraded Wi-Fi package
Thermal Spa access
5 coaching sessions: 2 pre-voyage, 2 onboard, 1 post-voyage
Additional coaching available at the exclusive SAIL rate
All meals at 20+ restaurants included
Alcohol, excursions & optional onboard activities (including the spa) are à la carte — ask about the Rockstar All-Inclusive rate where every detail, from roundtrip airfare to onboard experiences, is handled for you
Corporate card & invoice friendly — invoiced through SAIL Executive Development
SAIL alumni community & ongoing learning opportunities
Investment
From $4,500
Solo (or +1 at no extra charge) · Invoiced via SAIL Executive Development · Ask about All-Inclusive
2026 Voyages
Dominican Republic & Bimini Beach Club
Focus: ConnectionAug 3–8, 2026 · 5 nights
Resilient Lady · Miami → Dominican Republic → Bimini Beach Club
This voyage is all about connection — to others and to yourself. The SAIL program can be completed without attending any in-person onboard functions, but the magic happens when you lean in. Choose this voyage if connection is your area of opportunity.
From $4,500
waitlist only
Key West & Bimini Beach Club
Focus: PrioritizationDec 17–21, 2026 · 4 nights
Brilliant Lady · Miami → Key West → Bimini Beach Club
A 4-night powerhouse focused on the one thing every senior leader struggles with: time. If you're ready to stop being busy and start being effective — this quick escape is built for you. Dive deep. Come back transformed.
From $4,500
per person
Cozumel & Bimini Beach Club
Focus: Self-CareDec 21–26, 2026 · 5 nights
Brilliant Lady · Miami → Cozumel → Bimini Beach Club
The S in SAIL — Self-Care. Over the holidays, the people who are best at growing others forget to grow themselves. Your kids are grown. It's time for some you time. If you struggle with self-care because you're too busy pouring into everyone else — join us.
From $4,500
per person
Sailor Stories
"I went solo and it was the best professional decision I've made in years. Zero stress — I just showed up and transformed."
Tanisha W.
VP Operations
"I brought my business partner as my +1. We both came back different leaders. Our company culture has completely shifted."
Priyanka K.
COO
"For the first time in years I could just BREATHE and focus on me. The WiFi meant I could still check in — but I didn't want to."
Mallory G.
Chief People Officer
Reserve Your Spot
LET'S SAIL.
Limited to 12 executives per voyage. We respond within 24 hours.