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Why Seth Rudetsky’s Broadway Cruise to the Caribbean Is Your Next Must-Book Vacation – Playbill

From fun in the sun to seeing Broadway stars up close, here is why you need to book this cruise.
From February 15–21, 2026, Seth Rudetsky’s Broadway Cruise to the Caribbean will celebrate Broadway like no other! Joining cruise guests and Seth aboard Celebrity Silhouette are Broadway notables including Tony Award-winning Lillias White (Hadestown), Tony Award-nominated Anika Larsen (Beautiful: The Carole King Musical), Arielle Jacobs (Here Lies Love), and more to be announced.
Guests aboard the Celebrity Silhouette embark from Fort Lauderdale, Florida, and will experience the beauty and majesty of Key West, followed by port calls in George Town, Grand Cayman and Cozumel, Mexico, before returning to Fort Lauderdale to disembark.
But what makes this cruise so special? Playbill Travel has chosen five reasons you should book this exceptional experience. See below!

Searching for the ultimate family getaway that thrills everyone from tiny dancers to seasoned theatregoers? Look no further! This Seth Rudetsky Broadway Cruise isn’t just for grown-up fans; it’s a spectacular family-friendly escape, perfectly timed over Winter Break/President’s Day Weekend. While you’re enjoying intimate concerts and hilarious deconstructions with Seth and Broadway stars, the kids (and teens!) can dive into endless fun with dedicated youth programs, exciting pools, gaming arcades, and delicious dining options tailored for all ages onboard the luxurious Celebrity Silhouette. It’s the unique chance to share your love of Broadway with the whole family, create unforgettable memories together in the Caribbean sun, ensuring everyone has their own version of a standing ovation!

Forget waiting in line at the stage door. On Seth Rudetsky’s Broadway Cruise, the stars are your shipmates! Imagine enjoying an intimate concert with a Tony Award winner just feet away, followed by a hilariously candid Q&A. It’s not just a show; it’s your front-row, VIP access to Broadway’s brightest, where you can experience performances and conversations so up-close, you will feel you a part of the cast. Get ready for unforgettable melodies and laugh-out-loud stories that only happen on the high seas!

Ever wish you didn’t have to choose between a relaxing island escape and your Broadway obsession? Good news: with us, you don’t! Picture your mornings: sun-drenched Caribbean beaches, fascinating local culture, or thrilling water sports. Then, as night falls, get ready to be swept into incredible Broadway performances and musical memories that will last a lifetime. And for those superfans who truly want to be “in the room where it happens,” you can even participate in special events like Seth’s SiriusXM radio show or even perform with the stars in the final variety show! It’s the perfect way to celebrate your love for Broadway, all while cruising the gorgeous Caribbean Sea.

What really goes on behind the curtain? Seth Rudetsky, Broadway’s beloved “maestro of mayhem,” is pulling back the velvet drapes just for you! From his iconic “deconstructions” that will have you gasping (and giggling) at musical genius, to unscripted conversations with your favorite stars, Seth transforms the ship into the ultimate Broadway green room. Get ready for insider scoop, hilarious anecdotes, and a deeper appreciation for the art of theatre, all while sailing through paradise. It’s an education in entertainment, only way more fun!

Set sail on the recently renovated Celebrity Silhouette® and discover amazing experiences and access to all on-ship activities and programs. Relax in your choice of staterooms, villas or suites, dine at 12 onboard restaurants, and enjoy cocktails at the newly reimagined Passport Bar or the new Craft Social Bar. Shop in exciting new boutiques featuring the hottest designers, try your luck at the onboard casino, and take in stunning views at the Sky Observation Lounge. Rejuvenate with new spa treatment rooms, in the multiple swimming pools onboard, or sunbathe at the unique Lawn Club where you can even play a game of bocce. And for the kids (and teens!), they can enjoy Camp at Sea—a dedicated club with programs and activities for various age groups.
A Celebrity Silhouette® cruise with Seth and Playbill Travel includes Cruise Fare, as well as exclusive entertainment including:
*Exclusive programming and events are subject to change and are not limited to the above items.
Playbill Travel can also assist passengers with their flights between their gateway city and the final destination and help protect a passenger’s vacation investment against any medical emergencies before or during the vacation for those who purchase Trip Cancellation and Interruption Insurance. Pre- and post-cruise plans are also available for those who would like to extend their vacation.
To learn move and book your adventure to the Caribbean, visit: https://playbilltravel.com/seth-cruises/grand-cayman-mexico-and-key-west. From beaches and sunsets to historic city tours, incredible dining and performances from Broadway notables, this is a once-in-a-lifetime adventure! All aboard to the Caribbean!
From fun in the sun to seeing Broadway stars up close, here is why you need to book this cruise.
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