You know the group chat. It’s survived years, memes, and at least one “we should totally plan a trip” that never happened.
If that group chat actually went on vacation together, it would be chaos. Beautiful, hilarious chaos. Everyone would want something different. Everyone would think their idea is the right one. And somehow, no one would want to compromise.
Luckily, Virgin Voyages itineraries are built for exactly this energy — and frankly, you can be whoever you want on any of our itineraries. But we’re having fun today, and picking the itinerary for each person in your group chat, based on who’s in it and the specific sailing that fits them best.
The planner (aka “I already made a spreadsheet”)
They booked PTO before asking if anyone was free. They love structure, variety, and knowing exactly where dinner is happening. They want:
- Iconic destinations
- A clear flow
- A sense of “we really did something”
Their Virgin Voyages match is undoubtedly a 7- to 9-night Western Mediterranean itinerary, typically sailing from Barcelona and calling on places like Marseille, Florence/Pisa, and Rome (Civitavecchia).
It’s cultural. It’s balanced. It scratches the itch to see it all without turning into a sprint.
Explore Western Mediterranean sailings.
The vibes curator (“trust me, this is the spot”)
They don’t explain their choices. They just send a screenshot and say “this is it.” They want:
- Beautiful water
- Breezy days
- A vacation that feels like a whole, Instagrammable mood
Their Virgin Voyages vacay is a 7-night Eastern Caribbean sailing, often stopping in places like San Juan, St. Thomas, Tortola, or the British Virgin Islands.
This is turquoise water, sunset energy, and minimal overthinking. The vibe does the work.
Find Eastern Caribbean sailings.
The food friend (the unofficial culinary director)
They choose destinations based on what they’ll eat. They’ve already researched local specialties. They want:
- Bold flavors
- Memorable meals
- Zero buffet stress
Their Virgin Voyages getaway is a 7-night Riviera Maya itinerary, with stops like Cozumel and Costa Maya, where food culture is part of the experience and flavor is non-negotiable. Onboard dining is handled — and they are thoroughly surprised and impressed with the award-winning, made-to-order fare. Ashore, they’re immersed in the local flavors. And Mexico delivers.
Explore Riviera Maya sailings.
The disappearer (“I’ll meet you later”)
They vanish for hours. They come back glowing. No one asks questions. They want:
- Space
- Freedom
- No obligation to be social at all times
Their Virgin Voyages disappearing act is at peak ghosting on a 9- to 11-night Caribbean itinerary, with extra sea days and a relaxed pace that makes disappearing feel normal, not suspicious.
Think long mornings, balcony afternoons, and reappearing when ready.
Browse longer Caribbean sailings.
The adventure yes-person
They say yes immediately. They’ll ask what it is later. They want:
- Movement
- Nature
- Stories that start with “okay so hear me out”
This person will thrive on Caribbean sailing with a stop in Puerto Plata, where Shore Things include waterfall hikes, jungle adventures, and high-energy exploration.
They’ll relax eventually. Probably. Oh, and when they hit Bimini, while you might relax at our exclusive Beach Club, they’ll be diving with sharks and exploring shipwrecks.
See Puerto Plata Shore Things.
The “I just need a break” friend
They’ve been tired for a while. They don’t want to plan. They want peace. They want:
- Sea days
- Soft schedules
- A vacation that feels restorative
Their Virgin Voyages match:
A 7- to 10-night Greek Isles itinerary, sailing from Athens with stops like Mykonos, Santorini, and other sun-soaked ports, balanced with plenty of time at sea.
They’re not being boring. They’re recovering.
The wild card (the reason stories start with “so anyway…”)
Unpredictable. Iconic. The one who keeps things interesting. They want:
- Big nights
- Lively ports
- A little chaos (on purpose)
Their Virgin Voyages match
A 7-night Western Caribbean itinerary, often visiting places like Cozumel, Roatán, or Harvest Caye, paired with a ship that knows how to keep the night going.
Memories will be made. Details may be fuzzy.
Find Western Caribbean sailings.
The miracle of Virgin Voyages
Here’s the thing: somehow, everyone still wins.
Virgin Voyages itineraries are built so planners can plan, food friends can feast, disappearers can disappear, and wild cards can absolutely wild card out. You can be together or apart, active or horizontal, scheduled or spontaneous.
Just like the group chat. But with better scenery.
So if your group chat were a vacation, it wouldn’t be one-note. It would be layered, unpredictable, and way more fun than expected. That’s exactly how Virgin Voyages works. Different personalities. One ship. Everyone gets their moment. And somehow, it all clicks.