The Voyage

British Virgin Islands  ·  Nov 1 – Nov 8  ·  Invite Only
Hosted by Aram DiGennaro & Bryant Harrison
The catamaran at sea

Cabin Availability

Sold Out  —  Email Aram or Bryant your interest in the next voyage
Cabin 1 — Filled Cabin 2 — Filled Cabin 3 — Filled Cabin 4 — Filled Cabin 5 — Filled

What Is The Voyage?

It's a business leadership retreat. But unlike any other business event you've ever attended.

If you decide to invite your spouse, they will be included in all aspects of the retreat — not just the fun stuff (of which there will be lots).

Picture yourself at your office working. Answering emails, talking with staff, working on a proposal. In this state, you are maintaining what you have and maybe even expanding on it. But why? How do these things serve you and your family? What do you truly want from the years you have left? What do you want to leave behind?

The answers to these questions are with us always, but it's so very hard to hear them — they are like whispers among the shouts of daily demands.

The Voyage puts you in a place where these whispers can be heard. Not in a convention center. Not at your office with your inbox staring you in the face. Out on the water.

Sandy Cay, BVI

Who This Is For

The Voyage is invite only and for business leaders who are ready for a new sort of retreat. If you are the leader of your business — regardless of title, the place where the buck stops — you are invited. You've earned the right to step away from the grind for a week and want to use that time intentionally.

"CEOs have the power to change lives — not just their employees, but clients, vendors, and communities. This is a space to remember why that matters."

Every person on The Voyage was personally invited by Aram or Bryant. If you're reading this, someone thought you'd belong here.

6–10 CEOs + optional spouses/partners. Small enough to know everyone by day two. No strangers by the end of the week.

Onboard the catamaran Catamaran at anchor

The Boat

"To reach a port we must set sail. Sail, not sit at anchor. Sail, not drift."

We sail on a fully crewed charter catamaran — big enough for a small group to live comfortably, small enough that the boat itself becomes part of the experience. You'll learn to sail it. You'll feel the wind change. You'll watch the stars from the trampoline at anchor. The boat is not a backdrop. It's a key part of The Voyage.

Cane Garden Bay, Tortola

The Trip

"On a day when the wind is perfect, the sail just needs to open and the world is full of beauty."

November 1 – November 8 in the British Virgin Islands — one of the most spectacular sailing grounds on earth. We'll move each day, anchor in new coves, explore on land and in the water.

Stops

  • The Bight, Norman Island — snorkeling, The Willy T
  • The Baths, Virgin Gorda — cathedral rock formations
  • Soper's Hole, Tortola — local restaurants, marina
  • Jost Van Dyke — Soggy Dollar Bar, White Bay, hiking
  • Anegada — reef, lobster, flamingos, serious remoteness
  • Cooper Island — quiet anchorage, beach bar, reef

Restaurants

  • Ikigai Omakase BVI — Virgin Gorda
  • Pirates Bight — Norman Island
  • Soggy Dollar Bar — Jost Van Dyke
  • Cooper Island Beach Club
  • Lobster Trap — Anegada
  • CocoMaya — Virgin Gorda
BVI Itinerary Map
Anegada Virgin Gorda

What to Expect

"Pain is not the enemy. Pleasure is not the goal. Joy comes from learning to accept both as teachers."

What You Bring

  • An extraordinary attitude — the energy you carry is the energy we all live in
  • Openness to discuss what you want from life and business
  • Willingness to give things a try

What You'll Find

  • Time with nothing in it. Real nothing.
  • An invitation to take the helm and sail
  • No-stress movement — yoga, swimming, hiking, all optional
  • Early nights and late mornings. Or the reverse. The rhythm is yours.
North Sound, BVI Guana Island

Practical Details

Cost: $5,500 per person, sharing ($11k/cabin). Covers your fully crewed charter — all nights aboard, professional captain and chef, gourmet provisioning and cocktails, moorings and marina fees, and curated experience programming — plus a hotel room your first night, so you can arrive early and board comfortably. 7 nights, 6 at sea (plus your first night at a hotel). A 3.5% discount applies for payment by check or ACH.

Because we plan around a fixed group, payments are non-refundable once confirmed. We're happy to transfer your spot to someone you nominate, or issue a full refund if we cancel the trip.

Recommended Flight — From Virginia

For those coming from Virginia, one straightforward option from Richmond into St. Thomas, connecting through Charlotte. Feel free to arrive a day earlier and enjoy a day on your own in St. Thomas — boarding for the boat is between noon and 3 pm.

Sun, Nov 1
Outbound
RIC → STT
5:00 am – 11:43 am
1 stop, CLT
5h 43m
Sun, Nov 8
Return
STT → RIC
4:27 pm – 10:18 pm
1 stop, CLT
6h 51m
American Airlines  ·  Basic Economy
From $953 round-trip

Indicative pricing and timing only. Basic Economy fares include a personal item; checked bags and seat selection are extra. Fares and availability change — confirm at the time of booking.

Coming Soon

Packing List — A detailed packing guide is on its way. For now: pack light, pack for heat and water, and leave most of your ambition for the conversations rather than the luggage.

Rhythm & Sands Restaurant, Anegada

Ready to Join?

"The questions worth asking don't surface in the office. They find you on open water, over a shared meal, in the quiet after a long day of sailing — when you're finally far enough from the grind to hear yourself think."

This voyage is full. Email Aram or Bryant your interest in the next one. It's a little exclusive.