A Destinations by Reliance Hosted Voyage
Southern Caribbean aboard the Valiant Lady by Virgin Voyages
“Connor is bringing his crew together for something special this November — and this isn’t just a cruise. It’s a fully hosted, all-in experience from the moment you land to the moment you’re home.”
The Itinerary
No bus tours. No matching hats. Exclusive group excursions curated just for Connor’s crew — the experiences most people put on their bucket list and never actually check off.
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NIGHT BEFORE — NOV 13
San Juan
Puerto Rico · Arrive & Kick Things Off
The experience starts the night before you even board. Arrive in San Juan, check into the hotel, and meet the crew — group dinner and a San Juan bar crawl to set the tone for the week ahead.
Hotel · Group Dinner · Bar Crawl |
DAY 01 — NOV 14
Embarkation
San Juan, Puerto Rico · All Aboard
Board the Valiant Lady, get settled into your Sea Terrace cabin, and set sail into the Southern Caribbean. Transfers from the hotel to the port are fully covered — just show up and enjoy the moment.
Hotel → Port Transfer · Embarkation |
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DAY 02 — NOV 15
Tortola
British Virgin Islands
Rugged volcanic peaks, secluded coves, and some of the clearest sailing waters in the world. The BVI’s largest island is your first taste of what this voyage is made of — exclusive group excursion included.
Exclusive Group Excursion |
DAY 03 — NOV 16
Day at Sea
The Atlantic · Recharge & Explore
No agenda today — just the open ocean. Hit the pool deck, book a treatment at the Redemption Spa, try your luck in the casino, take a fitness class, or simply find a lounge chair and let the Caribbean sun do its thing. The Valiant Lady was made for days like this.
Pool · Spa · Casino · Dining · Live Entertainment |
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DAY 04 — NOV 17
Antigua
Antigua & Barbuda
365 beaches — one for every day of the year. Historic English Harbour, turquoise bays, and a sailing culture unlike anywhere else in the Caribbean. Your exclusive group excursion here is not to be missed.
Exclusive Group Excursion |
DAY 05 — NOV 18
St. Lucia
Saint Lucia
The Pitons. The rainforest. The sulphur springs. St. Lucia is arguably the most dramatic island in the Caribbean, and the crew will experience it the right way — with an exclusive curated excursion built for this group.
Exclusive Group Excursion |
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DAY 06 — NOV 19
St. Kitts
Saint Kitts & Nevis
Sugar cane fields, a UNESCO World Heritage fortress, and waters that feel untouched by time. St. Kitts is the kind of island that makes you question why you ever considered any other destination. Your final port — and your final exclusive group excursion — sends the voyage off in style.
Exclusive Group Excursion |
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DAY 07 — NOV 20
San Juan
Puerto Rico · Homeward Bound
The Valiant Lady returns to San Juan. Disembark, collect your luggage, and let the Destinations Concierge handle the rest — transfers from the port to the airport are fully arranged so you can focus on reliving the best week of the year.
Disembarkation · Port → Airport Transfer |
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The Ship & Your Cabin
Virgin Voyages ships are adults-only by design — no kids, no chaos, no buffet lines. The Valiant Lady is one of the most acclaimed ships at sea, and every sailor on this voyage is booked into a Sea Terrace cabin with a private balcony overlooking the Caribbean.
Your Host
Connor Gowland is a travel content creator and lifestyle influencer with over 127,000 followers on Instagram. Known for his passion for adventure, his love of group experiences, and his ability to find five-star moments on any budget — Connor’s crew trips are the stuff of legends.
This November, Connor is bringing his people together for something bigger than anything he’s hosted before. Six nights. Five islands. One unforgettable crew.
Connor Gowland
Photo Coming Soon
What’s Included
When you join Connor’s hosted voyage, you’re not just booking a cabin on a ship. You’re booking a fully curated, fully hosted experience — from the moment you land in San Juan to the moment your return flight touches down. Here’s everything that’s included in the package.
Pricing
This is the all-in price for everything listed above — the hotel, the transfers, the bar tab, the excursions, the photographer, the concierge, and six nights aboard the Valiant Lady in a Sea Terrace cabin with a private balcony.
The only thing not included is airfare to and from San Juan — but your Destinations Concierge is happy to arrange that for you too. Just ask.
Only $490 per sailor locks in your spot today. The remaining balance is due by July 1, 2026 — giving you plenty of time to plan.
Flexible payment options available: Affirm, Klarna, and Afterpay are all accepted — so you can spread the cost even further if you’d like.
Why Book This Hosted Voyage
You may find a lower number on VirginVoyages.com. Here’s what that number actually buys — and what it doesn’t.
Don’t Miss This
Cabins are limited. Connor wants the whole crew there. The booking process takes minutes and the Destinations Concierge is available to answer any questions from day one.
The people who don’t make it on this trip are going to spend from Thanksgiving all the way to New Year’s watching everyone else’s highlights — and trust us, that FOMO is going to hit different.
