Eastern Caribbean Gay Singles & Friends Cruise 2027

7 nights from/to Fort Lauderdale, Florida

December 05 – 12, 2027
Princess Cruises Sky Princess

This is a cruise specifically for gay singles (well, OK, others can come, too…). While not an "all-gay" cruise, we’ll be a group of (mostly) single gay guys on a "regular" cruise aboard the the brand new Sky Princess — having a blast together on our voyage to Eastern Caribbean! Beaches, azure waters — what comes to mind when you think of cruise to the Caribbean. Picture the Caribbean. Soft sandy beaches, warm winds blowing through palm trees and crystal-clear waters stretching as far as the eye can see. That's the Eastern Caribbean cruise experience.

But that's just the start. After a morning swimming, snorkeling or sailing, an entire world awaits on land. Vibrant cultures, rich histories and oh-so-many spots to shop. Dive in; the Caribbean is waiting.

Step into history at Brimstone Hill Fortress, where towering stone ruins overlook the endless blue waters of the Caribbean. St. Kitts combines history, adventure and tropical relaxation with cobblestone streets in Basseterre, the Caribbean's last working railway, and panoramic views from Brimstone Hill Fortress. The island offers contrasts between wild volcanic peaks and sun-drenched beaches, with opportunities to hike Mount Liamuiga or sail to nearby Nevis.

Surrounded by turquoise waters, this enchanting city will immerse you in history and culture. The colorful cobblestone streets of Old San Juan, the majestic views of El Morro fortress — there are endless opportunities to discover. Your adventure begins in a destination as captivating as the islands you’ll explore.

Experience the best an Eastern Caribbean cruise has to offer with award-winning shore excursions and unforgettable onboard entertainment. Spend your days relaxing on pristine beaches, snorkeling through vibrant coral reefs and diving into water sports like kayaking or paddleboarding. Then, immerse yourself in local culture with guided excursions to historic towns and island markets before returning to the ship for world-class dining and entertainment under the stars.

The Eastern Caribbean is renowned for its pristine, sun-kissed beaches, offering crystal-clear waters and powdery white sands that stretch as far as the eye can see.

Your Ship - Sky Princess

Taking sea travel to new heights. Sky Princess elevates the distinctive, contemporary design and luxurious attractions of Princess renowned Royal-class ships to even loftier heights. You can look forward to Sky Princess most exciting entertainment venues yet, newest dining choices and award-winning chef partnerships, as well as more staterooms than ever to relax in. And that’s just the start!

Built in 2019 the Sky Princess offers space for up to 3,660 passengers. With a length of 330m she is one the largest cruise ships in the world. Thanks to Princess Cruises' "Big Ship - Small Ship Feel" concept guests nevertheless enjoy a feeling of intimacy on board. A special feature on the Sky Princess is the "SeaWalk" - a glass-paneled walkway extending several meters beyond the edge of the ship.

On the Sky Princess you will enjoy all amenities of a large and modern ocean liner, but at the same time get the intimate feeling of much smaller ships. Many small bars, lounges and public areas are one reason - the crew's individual and discreet service is another. Though most guests are English native speakers the travellers come from all over the world and create an international and classy atmosphere. This is reflected in the dress code: casual during the day and elegant in the evenings.

All staterooms are spacious, comfortably equipped and provide enough storage room for your luggage. Staterooms have a minimum size of 16m². Most of the cabins on board feature a private balcony.

Gourmets will be delighted by the excellent food on board Sky Princess. No matter if you dine in the included buffet and à la carte restaurants or in one of the specialty restaurants - quality and taste have a superior level. Guests may choose between the traditional early and late dining with assigned tables or "anytime dining", where you are free to dine whenever it suites you best.

Dining on board a Princess® cruise ship is a joyful celebration and our specialty restaurants always deliver an extraordinary experience. They are among the best at sea – or anywhere. We serve dishes made with the freshest ingredients, and our menus reflect regional flavors from around the world. You'll find our specialty restaurants are the perfect place to celebrate any occasion. Additional charges apply.

Whether you're unwinding by the pool or raising a toast before dinner, our bars serve premium wines and craft cocktails infused with local flavors, offering all the tastes you love.

Original musicals, dazzling magic shows, feature films, top comedians and nightclubs that get your feet movin’ and groovin’. There’s something happening around every corner; luckily, you have a whole cruise of days and nights to experience it all.

Princess Cruises is famous for their "movies under the stars" where the pool deck turns into a romantic cinema. Daily shows are entertaining the audience in the evening, the Casino invites all who love to play and several lounges and bars are ideal places to socialize. On the other hand the Regal Princess offers wonderful places to relax and enjoy calmness. The large Spa area is the perfect place to revitalize yourself. For all those who enjoy sports the fitness center, a jogging track, the court for volleyball, basketball and tennis are some of the places to be.

Exclusive extras for our group only

• Cruise Eve Dinner - meet your fellow travelers face-to-face, get a jump start on your vacation and a taste of your host city, Fort Lauderdale, the night before we sail.

• Let's Cruise Away Welcome Aboard Party (with free drinks!)—come meet your fellow gay guys and friends in a warm, welcoming, and casual atmosphere. Play our fun mingling/get-to-know-you activity, and start forging friendships that will last a lifetime.

• Free Welcome Aboard Gifts, including some surprises!

• Specially reserved group dining in the main restaurant—you'll always have a seat for dinner, surrounded by a bunch of Singles Cruise friends.

• Onboard Host/Cruise Director - We'll be there to make sure you have a great vacation. We will resolve any issues that may arise, answer questions, and help you enjoy your cruise to the utmost. We'll coordinate and host activities and parties each day-all of which are optional (it's your vacation: pick and choose what you want to be a part of).

• Exclusive excursions just for our group (additional fee applies).

• Special Daddy group activities on board (card games, trivia contests, happy hours, parties, and more)

• Special discounted rates at our host hotel in Fort Lauderdale the nights before and/or after the cruise.