January 16–23, 2027 • Southern Caribbean

Judy and Hugh Are Going Virgin with Bob from Naughty in Nawlins

Seven nights aboard Virgin Voyages’ Valiant Lady... from San Juan to St. Maarten, Barbados, St. Lucia, Martinique and St. Kitts.

How much? Currently $1,113 per person... but you know Virgin. That price could change before I get this posted.

Adults Only • 18+Judy riding a blue dragon aboard Virgin Voyages
7 NightsJan 16–23, 2027
Valiant LadyVirgin Voyages
RoundtripSan Juan, Puerto Rico
No Formal NightsUnless dressing in red counts.

Yes... you read that correctly.

Judy and Hugh are going Virgin again, and this time we are traveling with Bob from Naughty in Nawlins. He's known for his great parties... and with Virgin, you should not be a virgin when you leave.

We’re sailing aboard Virgin Voyages’ Valiant Lady for seven nights through the Southern Caribbean... St. Maarten, Barbados, St. Lucia, Martinique and St. Kitts. All of these great dive destinations and we will be scuba diving.

Bob is putting the group together, and Judy and Hugh are helping bring friends along.

Are we there for trouble or sex?

The answer is “Yes”.

And if our last Virgin cruise taught us anything... this probably won’t be boring.

Adults Only • 18+

Seven Nights Through the Southern Caribbean

One sea day... five Caribbean ports... and several opportunities for us to disappear underwater.

Virgin Voyages Southern Caribbean itinerary map from San Juan
Day 1 • San Juan
Depart 8:00 PM
Day 2 • Philipsburg, St. Maarten
9:00 AM–7:00 PM
Day 3 • Sea Day, Eat Day or ???
Apparently they expect us to stay on the ship all day and eat.
Let’s hope we can have afternoon play time as well.
Day 4 • Bridgetown, Barbados
8:00 AM–8:00 PM
Day 5 • Castries, St. Lucia
8:00 AM–6:00 PM
Day 6 • Fort-de-France, Martinique
9:00 AM–7:00 PM
Day 7 • Basseterre, St. Kitts
8:00 AM–4:00 PM
Day 8 • San Juan
Arrive about 6:30 AM
Our Last Virgin Cruise

This Is How the Party Started...

This was one of the first parties on our recent Virgin sailing aboard Resilient Lady.

Virgin is not a lifestyle cruise... but it is adults only, playful, a little different, and very good at creating places where people actually meet each other.

And this time we’re bringing Bob.

Want to See What Virgin Was Really Like?

That 15 second party was tame compared to our reviews.

You know we see the world in lemon peeled glasses. Get ready have a spin around the decks of the RESILIENT LADY Here:

Judy in scuba gear at Bimini Cruise Port during a previous Virgin Voyages cruise
Yes... We’re Bringing the Dive Gear

Five Ports. A Lot of Water. We’re Going Diving.

This isn’t officially a scuba cruise... but Judy and Hugh are divers, and this itinerary gives us plenty to work with.

We’ll be looking at dive opportunities in St. Maarten, Barbados, St. Lucia, Martinique and St. Kitts. We’ll share our dive plans with the group as we put them together.

The photo is Judy in Bimini during our previous Virgin sailing. Bimini is not a stop on this January itinerary... we just thought the dive skins made her look official.

Adults Only • 18+

What We Actually Like About Virgin

Forget the marketing math. These are the things we actually care about... and actually use.

Basic WiFi IncludedHugh uses the internet a lot, and the basic WiFi worked fine for him on our last Virgin cruise.
No Main Dining RoomAll the specialty dining is included in the cruise fare. Not crazy about a formal dinner? Just head to the food court.
No Formal NightsNo suit. No tie. No formal dress night. Unless you think dressing in red is formal.
Entertainment Geared to AdultsYou might hear a dirty word... Let’s hope!
Soda & Water IncludedNo soft drink package needed. Soda and water are included.
Hugh and Judy taking a theater selfie during a Virgin Voyages show
We were told to take a selfie during the show.
Judy apparently understood the assignment differently.
Adults Only • 18+

How Much?

Currently $1,113 per person... but you know Virgin. That price could change before I get this posted.

Other Trips With Hugh & Judy

If January doesn't work... apparently we refuse to stay home.

Now Booking

Hedonism II Jamaica

October 10–17, 2026

Seven nights of fun, friends and Jamaica.

Hedo Information
Limited Cabins

Bliss Cruise

February 24–28, 2027

Four nights aboard one of the world's largest lifestyle cruises.

See the Cruise
Couples Welcome

Hedonism II Jamaica

May 1–8, 2027

Another week in Negril with Hugh and Judy.

Hedo Information
Booking Now

Hawaii & Tahiti

June 29–July 11, 2027

12 days, 8 ports and one very long trip home.

See the Trip

Books by Judy and Hugh

Real stories, travel, marriage, lifestyle adventures... and evidence that we probably should have stayed home more often.

Forever Isn't Boring Book 1

Book 1

Marriage With a Flexible Guest List

Forever Isn't Boring Book 2

Book 2

Destinations, Decadence & Bad Decisions

Forever Isn't Boring Book 3

Book 3

Age Has Nothing to Do With It

Forever Isn't Boring Book 4

Book 4

From Cootie Corner to Bora Bora

Want to Go Virgin With Us?

Check the current cabin price... or send us a message and we'll help you figure out what makes sense.