Insider
Cozy cabin options for first-timers and budget-minded bears.
Solo from $3,010
Double from $1,750
HiBEARnation
A week of sun, sea, and your favorite Bears, Chubs & Chasers
Dates
Jan 25–Feb 4, 2027
Cruise Line & Ship
Virgin Voyages · Scarlet Lady
Destination
Eastern Caribbean
Pricing
from $1,750
International guests: registration systems often can't accept non-US addresses. Complete the Cruise Request Demographics form so we can process your booking.
Itinerary
Warm up from the chill of winter!
Our annual trip to the Caribbean. Complete with host hotel, pre-cruise parties, & onboard theme events, group excursions, welcome mixers, and a crew that already feels familiar by day two!
Mon, Jan 25
Miami, Florida · Embark
Depart 5:00 PM. Embark times subject to change.
Tue, Jan 26
At Sea
A lazy sea day with the crew.
Wed, Jan 27
At Sea
Another lazy sea day to recharge before port days.
Thu, Jan 28
Philipsburg, St. Maarten
Arrive 8:00 AM · Depart 6:00 PM
Fri, Jan 29
Road Town, Tortola, BVI
Arrive 9:00 AM · Depart 6:00 PM
Sat, Jan 30
Basseterre, St. Kitts
Arrive 8:00 AM · Depart 6:00 PM
Sun, Jan 31
St. John's, Antigua and Barbuda
Arrive 8:00 AM · Depart 5:00 PM
Mon, Feb 1
At Sea
Sea day.
Tue, Feb 2
At Sea
Sea day.
Wed, Feb 3
The Beach Club, Bimini, Bahamas
Arrive 9:00 AM · Depart 6:00 PM
Thu, Feb 4
Miami, Florida · Disembark
Arrive 6:30 AM. Disembark times subject to change.
Why This Sailing
What Makes This Sailing Special
No Kids...No KIDDING
Must be 18 years old to sail on Virgin Voyages
Our famous Connected Balcony sailings start off with the massive Cheeky Corner Suite, a room with a wrap-around balcony that can hold 40 or more thirsty bears! As reservations come in, we assign the balcony next door to start our Connected Balcony chain. This is why early reservations matter so much. More early reservations means longer Connected Balcony chains! This chain creates an exclusive, private space where we host our themed-night parties. Past sailors have made it clear: Jock & Gear Night can never disappear.
Pre-Cruise Hotel
Solstice Wilton Manors
The cruise departs on Monday, so join us in the gay mecca of Wilton Manors the weekend before. Stay the whole weekend with us but definitely mark your calendar for the Pre-Cruise Meet & Greet on Sunday afternoon.
We'll have a BBQ from noon till 4pm, so come hungry and prepared to meet everyone! Make your own arrangements with the Solstice Wilton Manors — space is limited, so book fast.
Shore Excursions
Port days with your people
Details Coming Soon
Booking link will appear here when excursions go live.
Cabins
Room Options & Pricing (per person)
Sea View
A window on the water without the balcony price tag.
Solo from $4,011
Double from $2,251
Sea Terrace
Book early to join the Connected Balcony chain for themed-night parties.
Solo from $4,310
Double from $2,400
Rockstar Suites
Many different Suite Types are available. Perks include Early Boarding, Rockstar Agents 24/7, In-Room Bar, Free Room Service & access to Richard's Rooftop
from $5,900 per suite
What past crews say
I flew in solo and left with a group chat I still use every week.
Best week of the year, every year. We already booked the next one.
Matthew handled everything. All I had to do was show up and have fun.