There’s something about a short cruise that hits a little differently.
No overplanning or stress, just a quick escape, a packed schedule, and a group that’s ready to make the most of every hour onboard.
This time, we’re heading out on a 3-night sailing aboard Royal Caribbean’s Liberty of the Seas from Fort Lauderdale, with stops in Nassau and Perfect Day at CocoCay.
And this isn’t just any cruise for us, it’s our Second Annual Guys’ Cruise!
Meet the Roster

Last year set the bar pretty high… so naturally, we had to run it back.
We’ve got four returning veterans:
- Michael
- Frank
- Chris
- Blake
And this year, we’re adding two rookies to the roster:
- Teller
- Jeremy
Six guys. Three nights. A full lineup ready to perform.
Just like any good team… there’s a mix of proven talent and wildcards. We’ll see pretty quickly who shows up and who fades by Night 2.
The Plan: Nassau & CocoCay
This itinerary is kind of perfect for a guys’ trip.
Nassau, Bahamas
Nassau is what you make of it! Most of us have been here a ton, so for us, that usually means keeping things flexible.
There’s always the option to:
- Hit up the shops in the port area
- Go explore more of the downtown area
- Go to a beach like Junkanoo
Let’s be honest… this will probably turn into a “go with the flow” kind of day.
Perfect Day at CocoCay
CocoCay is where things get dialed in.
This is the day we normally look forward to the most:
- Time out on the beach and in the ocean
- Drinks at the swim-up bar
- A snack shack chicken sandwich or a taco lunch
Last year, we did Hideaway, but this year we decided not to do any of the upcharge options on the island. We plan on spending the day (weather pending), split between one of the beaches and Oasis Lagoon!
The Liberty of the Seas Draft
Before the cruise, Frank, Blake, and I drafted our ideal Liberty of the Seas cruise.
Think fantasy sports… but instead of players, we’re drafting everything Liberty of the Seas has to offer.
To keep it structured, we broke the draft into categories:
- Activities
- Shows
- Music & Entertainment
- Drinks & Bars
- Late Night Parties
Each of us had to build out our “team” from across those categories, meaning no one could stack all nightlife or all shows. You needed a well-rounded cruise lineup.

Some of the bigger picks across the board:
- Activities like the FlowRider, Tidal Wave, and even pickleball are making appearances
- Shows like ice skating, Saturday Night Fever, and the always unpredictable Crazy Quest
- Music and nightlife ranging from piano bar sing-alongs to Silent Disco and Red Nightclub
- And of course, key bar stops like Vintages, The Solarium Bar, and Olive or Twist
Now it’s just a matter of execution.
Because drafting it is one thing… actually making it happen on a 3-night cruise is a completely different challenge.
The real question:
Who drafted the best cruise?
Over/Under: Setting the Lines

No guy’s trip is complete without a little action… so we set some official lines for the weekend.
Think of this as our cruise sportsbook, and by the end of the trip, we’ll see who actually knew what they were talking about.
Here’s what made the board:
- O/U – 2 rounds of shots with strangers
- O/U – 1 lost SeaPass card
- O/U – 1 night out past 1 am (at least half the roster)
- O/U – 1 dropped drink
- O/U – $500 lost in the casino
- O/U – 2 guys disappearing for 2+ hours
Some of these feel like locks… others could get out of hand quickly.
And if we’ve learned anything from last year, it only takes one night to blow up the entire board.
By the end of the cruise, we’ll be grading every line:
- What hit
- What missed
- And which ones were way off from the start
Drop your picks in the comments below before we sail! Are you taking the over or the under?
What Makes a 3-Night Cruise So Fun
There’s a reason we keep coming back to these shorter sailings.
A 3-night cruise on Liberty of the Seas is:
- Fast-paced
- Social
- Packed with things to do
You don’t need a perfect plan; you just need a good group. Being a shorter weekend cruise, it is easier on us PTO-wise to get off of work and find time that works for all of us!
Follow Along
We’ll be sharing everything from this trip: the wins, the fun, and which over/unders hit.
If you want to follow along:
- Check out our Instagram for updates
- Listen to the full recap episode dropping soon
- And see which draft picks actually delivered
Thinking about putting together your own guys’ or girls’ trip… or just need a quick weekend escape?
Start planning your next cruise here
Because honestly… this might be your sign to book one.
