Two New Bliss Cruise Charters Are Coming in 2027 – Are You Ready to Tease and Please?

By Gaby | Pine4play

We’ve got news that’ll make your pineapple tingle 🍍💦

Because you asked, and because the Bliss Cruise experience keeps heating up, we’re excited to announce not one — but two brand new, jaw-droppingly sexy charters for 2027. These new additions are bringing even more passion, play, and pleasure to your lifestyle travel plans, and guess what? They're curated to fit perfectly with the wild hearts of our Pine4play community.

Whether you're a seasoned sailor or a curious newbie ready to dip your toes (and maybe more 😏) into the lifestyle sea, these cruises are designed to ignite your senses, elevate your connections, and give you memories you’ll replay over and over again.

Let’s dive in.

🔥 February 2027 Charter: The Teaser Cruise That’ll Leave You Wanting More

Ship: Celebrity SummitDates: February 24 – 28, 2027Duration: 4 NightsDeparture Port: Tampa, FL – for the very first time!Destination: Cozumel, Mexico

Start your year with a bang — literally. For the first time ever, Bliss Cruise is sailing out of Tampa, Florida, opening up a brand-new door (or should we say portal?) to delicious debauchery. This 4-night “Teaser Cruise” is a steamy starter — ideal for couples new to the lifestyle or those craving a spicy escape without committing to a full week.

Think sunset tequila shots, sultry poolside make-outs, themed playrooms that make your wildest dreams blush, and the famous clothing-optional catamaran adventures in Cozumel (yes, they’re back and hotter than ever). 👙⛵️

And rumor has it, new exclusive Bliss experiences in Cozumel will be announced soon. Trust us, you’ll want in.

💦 April 2027 Charter: A Six-Night Seduction on the Silhouette

Ship: Celebrity SilhouetteDates: April 18 – 24, 2027Duration: 6 NightsDeparture Port: Round-trip from Fort Lauderdale, FLPorts of Call: Cabo Rojo, Dominican Republic & Labadee

Welcome aboard what might just be Bliss Cruise’s sexiest sailing yet. This 6-night extravaganza is brimming with “firsts,” and we love firsts. 🍸

First time cruising to Cabo Rojo, DR — a breathtaking new destination with lush beaches and all the exotic vibes you crave.
A return to Labadee, your private beach playground with crystal-clear waters and irresistible possibilities.
Aboard the glamorous Celebrity Silhouette, you’ll find luxe cabins, world-class entertainment, decadent dining, and of course, the unapologetically naughty energy that defines Bliss.

Whether you're dancing under the stars in nothing but glitter, exploring new boundaries in intimate workshops, or sipping cocktails with your toes in the sand, this charter is built for connection, exploration, and a whole lot of pleasure.

Why Travel with Pine4play?

We’re not just a travel site — we’re a vibrant, supportive community where fun, freedom, and fantasy come together. When you book your Bliss Cruise through Pine4play, you’re getting more than just a cabin. You're getting:

Expert travel support (from folks who actually live the lifestyle)
Access to exclusive Pine4play perks on board
The chance to connect with likeminded couples even before the ship sails
And yes... some very juicy pre- and post-cruise meetups 👀

So what are you waiting for? Your pineapple passport is calling. These cruises WILL sell out, and you won’t want to be the one watching from the dock while the rest of us are skinny-dipping in the Caribbean.

💋 Ready to tease, please, and play on the high seas?Secure your spot now through our official Pine4play booking links.Let’s make 2027 unforgettable — together.