Collage of HiBEARnation cruisers in the pool, on deck, and at the beach

JAN 25, 2027 · VIRGIN VOYAGES

HiBEARnation

A week of sun, sea, and your favorite Bears, Chubs & Chasers

Dates

Jan 25–Feb 4, 2027

Cruise Line & Ship

Virgin Voyages · Brilliant 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!

  1. Mon, Jan 25

    Miami, Florida · Embark

    Depart 5:00 PM. Embark times subject to change.

  2. Tue, Jan 26

    At Sea

    A lazy sea day with the crew.

  3. Wed, Jan 27

    At Sea

    Another lazy sea day to recharge before port days.

  4. Thu, Jan 28

    Philipsburg, St. Maarten

    Arrive 8:00 AM · Depart 6:00 PM

  5. Fri, Jan 29

    Road Town, Tortola, BVI

    Arrive 9:00 AM · Depart 6:00 PM

  6. Sat, Jan 30

    Basseterre, St. Kitts

    Arrive 8:00 AM · Depart 6:00 PM

  7. Sun, Jan 31

    St. John's, Antigua and Barbuda

    Arrive 8:00 AM · Depart 5:00 PM

  8. Mon, Feb 1

    At Sea

    Sea day.

  9. Tue, Feb 2

    At Sea

    Sea day.

  10. Wed, Feb 3

    The Beach Club, Bimini, Bahamas

    Arrive 9:00 AM · Depart 6:00 PM

  11. 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.

Crew relaxing together in the pool at the Solstice Wilton Manors meet & greet
Full crew gathered poolside at the Solstice Wilton Manors pre-cruise meet & greet

Shore Excursions

Port days with your people

Details Coming Soon

Shore day placeholder
Beach excursion placeholder

Booking link will appear here when excursions go live.

Cabins

Room Options & Pricing

Insider

Cozy cabin options for first-timers and budget-minded bears.

Solo from $3,108

Double from $3,500

(PER ROOM PRICING)

Insider interior cabin with bed configuration and desk

Sea View

A window on the water without the balcony price tag.

Solo from $3,906

Double from $4,300

(PER ROOM PRICING)

Sea View cabin with porthole window and queen bed

Sea Terrace

Book early to join the Connected Balcony chain for themed-night parties.

Solo from $4,206

Double from $4,300

(PER ROOM PRICING)

Sea Terrace cabin with balcony and ocean view

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 $10,800 per suite

(PER ROOM PRICING)

Rockstar Suite bedroom with in-room bar and lounge seating

What past crews say

I flew in solo and left with a group chat I still use every week.

Marcus, 2026 sailing

Best week of the year, every year. We already booked the next one.

Dave & Toby, 2026 sailing

Matthew handled everything. All I had to do was show up and have fun.

Renaldo, 2025 sailing

Good To Know

HiBEARnation FAQ

When is HiBEARnation 2027?
HiBEARnation 2027 sails Jan 25 – Feb 4, 2027, roundtrip from Miami, Florida.
Which ship is HiBEARnation on?
We sail aboard Virgin Voyages' Brilliant Lady through the Eastern Caribbean, with stops in St. Maarten, Tortola, St. Kitts, Antigua and Bimini.
What are the Connected Balcony parties?
Early bookers are assigned balconies next to our Cheeky Corner Suite, creating a private chain of connected balconies where we host our themed-night parties. The earlier you book, the longer the chain.
Is the cruise adults only?
Yes. Virgin Voyages is an adults-only cruise line — every guest must be 18 or older to sail.
How much does HiBEARnation cost and how do I book?
Cabins start from $1,750 per person. Book through our registration page or contact Matthew directly for help choosing a cabin.

Ready to secure your spot?

Cabins go fast. Inquire with Matthew or click BOOK NOW to secure your spot!

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