Open water, golden-hour energy, and a boat full of people you already want to know better.
Signature CSW 2027 excursion
The Cat Cruise - A legendary Casual Experience
Join us for an epic sunset cruise off legendary Seven Mile Beach: pirate caves, swim time, drinks, snacks, snorkeling, music, and the kind of shared chaos people remember long after they are back home.
A new set of pirate caves, time in the water, and a cruise route built for stories.
Red Stripe, rum punch, other drinks, snacks, life jackets, masks, fins, and snorkel gear.
This is a featured Casual Swinger Week excursion, not a random side quest.
The vacation of a lifetime
Take the party to the tranquil seas of Orange Bay.
This is the CSW excursion that turns a great resort week into a story you tell for years. We head out with the group, stop by pirate caves, get in the water, cruise toward the lighthouse and Rick's Cafe energy, then settle back into the bay for one of those Jamaica sunsets that makes everybody go quiet for a second.
Then the music comes back up, the drinks keep moving, and the boat becomes the floating living room for the best people you met all week.
Tickets + booking
Ready to hit the high seas...Casual Style?
Book your tickets here & get ready to ride the waves...and maybe a little more!
Policies
Payment terms and cancellation policies
Prior Cat Cruise pricing was listed at $104.99 plus card fees per person. Update this section with final 2027 pricing and Ticket Tailor policy language before sales open.
Cancellation terms, transfer rules, and refund timing should be confirmed before launch.