Feb 27, 2027 – Mar 6, 2027
Sailing Roundtrip from San Juan, Puerto Rico
This is not your traditional group trip.
This adults-only glow-up at sea is designed for travelers who want the Virgin Voyages vibe + the comfort of expert planning — without a rigid group schedule.
Starting at $1,566 per person
This Winter Glow Escape is not a hosted tour or forced-meetup group:
✔ Shared sailing dates
✔ No required group activities
✔ No forced daily schedules
✔ Freedom to enjoy the ship + ports your way
✔ Optional “Independently, Together” moments (if you want them)
You cruise your way — with the confidence of support behind you.
Embarkation – San Juan, Puerto Rico (Roundtrip Sailing)
Sailing
Oranjestad, Aruba
9am - 10pm
Willemstad, Curaçao
9am - 7pm
Sailing
Fort-de-France, Martinique
9am-7pm
Basseterre, St. Kitts & Nevis
8am - 4pm
Return to San Juan, Puerto Rico (Disembarkation)
This trip is perfect for:
- Adults 30+ who want a winter reset
- Couples and friends who want grown & sexy vibes
- Solo travelers who want freedom + support
- Travelers who love modern luxury and clear-water destinations
- Anyone ready for a glow-up getaway without the stress
If you want luxury energy without being over-scheduled, this is for you.
Sea Terrace Options
- Central Sea Terrace: $1,660 per person
- Sea View Sea Terrace: $1,566 per person
Deposit: $289 per person (to lock in your cabin)
Pricing is per person based on double occupancy and subject to availability until booked.
INCLUDED (Group Celebration Perks)
- $350 Bar Tab (Sailor Loot)
- Classic WiFi
PLUS Virgin Voyages “Always Included Luxury” (highlights)
- Dining at included eateries (no buffets / elevated options)
- Gratuities included
- Fitness access + group classes
- Essential beverages (like water, soda, juices, drip coffee/tea)
- Adults-only cruise experience
Not Sure Which Cabin to Choose?
- Choose Central Sea Terrace if you want the balcony glow-up at the best value.
- Choose Sea View Sea Terrace if you want that upgraded view experience.
Either way, you’re getting the full Winter Glow Escape vibe.
Clients choose Travel Lifestyle™ because they want travel planned properly — without pressure, confusion, or forced experiences.
✔ Curated group trips with flexibility
✔ Freedom to travel independently
✔ Clear communication from start to finish
✔ Flexible payment options with the suppler when available
✔ Support before and during travel
✨ It’s more than just travel. It’s a lifestyle.
This is a group trip without hosted tours, required meetups, or forced activities—just the comfort of group support.
- Secure your spot to the supplier with a low deposit
- Customize your experience
- Travel confidently at your own pace
Frequently Asked Questions
Are flights included?
No. You will need to arrange your roundtrip flight to San Juan, Puerto Rico (SJU).
Is this a hosted group trip?
No. This is a Groups With Travel Lifestyle™️ experience — travel independently, with optional group moments.
What makes this a “group” trip if it’s not hosted?
Shared sailing dates, group perks, coordinated planning, and support — without sacrificing your freedom.
Do I have to participate in group activities?
No. Everything is optional.
How do I secure my spot?
Your spot is secured once your $289 per person deposit is paid and your cabin is booked.
Is travel protection required?
Not required, but highly recommended.
Can I travel solo?
Yes! Solo travelers are welcome. (Solo pricing varies—request a quote.)
200 Ring Rd. #1482
Calumet City, IL 60409
Travel Lifestyle™ LLC is an IATAN-Accredited & CLIA Member Travel Agency. IATAN # 14635445 | CLIA # 00043516