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Group Cruises

Catch Us on The High Seas: CruiseHabit Onboard

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Wondering if you'll see Billy & Larissa from CruiseHabit on your next cruise?  Below are our upcoming cruises.  Note, of course, that plans can change, and we often add sailings at the last minute.

If you book a CruiseHabit Onboard sailing with our awesome travel partners we'll even have a special gift for you!  Fill out this form for more information!

September 2, 2023 - Scarlet Lady Labor Day Getaway

We've been sailing Virgin quite a bit lately, but when the price is right, the timing is convenient, and they provide WiFi we can work off (just one day this time), then why not?  We had such a wonderful time on our recent group cruise, as you can see here, that it'll be fun to be back while taking things a bit more slowly.  This trip will take us from Miami, to Puerto Plata (DR), and then Bimini, where we can enjoy Virgin Voyage's Beach Club at Bimini.  Another five days on a great line with no kids in sight?  Sold.  - Join Us!

scarlet lady september 2 2022

September 23, 2022 - Disney Wish *Disney Dish on the Disney Wish*

 If you're a fan of Disney then before you go any further, subscribe to The Disney Dish with Jim Hill and Len Testa.  These Disney experts are a blast to listen to, and we always learn something fun listening to their show.  This September, however, we won't even need headphones to listen to the show, because they're cruising on the brand new Disney Wish.  We'll be there, and you can come along too and join in on the fun. - Join Us!

What's included:

  • 3-night Bahamian cruise
  • Cruise fare, port charges, prepaid gratuities, taxes, and fees
  • Meals as a group in round-robin style so all guests will have opportunity to meet others
  • Daily podcast recording with Jim Hill and Len Testa
  • 5k run with Len Testa on Castaway Cay with special medals. Jim Hill will be waiting at the end to award you!
  • More meet-ups and schedule as we get closer to the event
  • Special gifts

November 19, 2022 - Norwegian Prima

The Norwegian Prima is a brand new class of ship from Norwegian Cruise Lines, and it's breaking a lot of molds.  The renderings look far different than past NCL ships, in both layout and decor.  She'll have among the best passenger : space ratios in the contemporary market - more in line with premium lines!  This ship may well show a change in direction for Norwegian, and the industry overall, and that's why we wanted to be sure we're on for one of her first sailings in North America.  - Join Us!

cruisehabit on norwegian prima top deck

February 22, 2023 - Scarlet Lady - "Kid Free February"

The perfect escape for anyone looking to sail from Miami, find some crystal clear blue waters, enjoy some adult time and adult beverages with fun people.  We'll be on this group cruise, hosted by our friend Mike, from TouringPlans Travel.  Like on other group cruises we're involved with there will be extra fun and value on this cruise.   Remember, all Virgin Voyages sailings are adults-only, include all food, WiFi, tips, and more!  Join us for this chance to sail an exciting new line, visit Bimini and Key West, and sail with a built in group of new friends. More InfoJoin Us!

December 2, 2023 - Valiant Lady

This is a special one, because it's a CruiseHabit Group Cruise.  That means special events and value adds.  For example, on the Recent Scarlet Lady Group Cruise, we included additional onboard credit, an all-inclusive beach day/shore excursion, a secret magic show in an off-limits area of the ship, a custom bar crawl, and more.  - Join Us!

cruisehabit group cruise on valiant lady

Past Cruises

May 28, 2022 - Caribbean Princess

It was just a few months ago we took our first Princess cruise on Sky Princess.  We found it so relaxing that we're going back for more, and this time on a different class of ship! - Join Us!

June 3, 2022 - Carnival Conquest *VERY Unique Ship*

Several years ago we visited Carnival Conquest for the day, and we've not stopped talking about it since.  (You can get a glimpse of the ship and read all about it here).  The decor is almost certainly like nothing you've ever seen.  If you want to see French Impressionism turned to 11 and sailing at 18 knots, then you're in luck.  It's also been a very long time since we sailed Carnival, so after years of Larissa telling Billy she really wants to spend more time on this unique ship, we're doing just that.  our three night cruise will visit Bimini in the Bahmas, about a month before we're back in the same port for our July group cruise! - Join Us!

July 3, 2022 - Scarlet Lady *Group Cruise*

This one is really special.  Join us on the second CruiseHabit group cruise.  We'll be sailing with friends old a new, including other cruise content creators!  There are special deals on this sailing, and lots of surprises planned, including some events that exclusive to those booked through the group.  We'd love for you to join us.  Hop over to for more information.

virgin voyages group cruise read more

Time to Travel: Experience Travel With Us This Month, Virtually or in-Person!

Upcoming travel After a long wait, it’s finally time for some of us to return to safe travel.  In the coming weeks we have several trips lined up and we’re looking forward to posting stories, photos, tips, and more.  Not only are we excited to get back to exploring and relaxing, but this will be an opportunity to see and understand some of the new rules and logistics traveling may now require.  We’ll be learning about special insurance policies, testing, mask policies, and more – but none of that will get in the way of having a great time and sharing the journey with you... read more

Celebrity Apex Group Cruise 2022

Celebrity Apex Group Cruise January 8 2022Want to enjoy the peak of the Celebrity Cruises experience with perks you won't find anywhere else, have first-hand access to passionate cruising experts, at incredible rates?

Join us for the first ever group cruise on the brand new Celebrity Apex