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Eastern Caribbean Gay Bears Cruise 2027
Gay Bear Cruise
Caribbean Bears Cruise

Eastern Caribbean
Bears & Gay Cruise 2027

November 21 – 28, 2027

 

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Sky Princess

Sky Princess

Ship Facts

Gross Tonnage: 141,000

Length: 1,083 feet

Height: 217 feet

Guests: 3,660

Crew: 1,346

Staterooms: 1,830

Service Speed: 22 knots

Decks: 19

Ships Registry: Bermuda

 

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Eastern Caribbean Bears & Gay Cruise 2027

7 nights from/to Fort Lauderdale, Florida

November 21 – 28, 2027
Princess Cruises Sky Princess

Caribbean Gay Bears cruise 2027 Tropical escapes. Holiday-week relaxation. Bears & gay community — all in one unforgettable Caribbean getaway. Step aboard the beautiful Sky Princess and experience the Eastern Caribbean — warm, welcoming, inclusive, and effortlessly fun. From the private island beauty of Princess Cays to the colorful streets of San Juan, the tropical charm of Amber Cove, and the turquoise waters of Grand Turk, every stop invites you to relax, explore, and connect. Whether you're traveling solo, with friends, or as a couple, this holiday sailing is designed to bring our community together in comfort and joy.

Enjoy relaxing days at sea, exciting ports of call, exclusive gay group moments, and the easy elegance of Princess cruising — all wrapped in an atmosphere where everyone belongs. This is your space to unwind, celebrate, and reconnect.

 

Gay Caribbean cruise

 

The Caribbean is all rhythm and color — steel drums in the streets, jerk chicken on the grill and waves warm enough to swim before breakfast. It’s the perfect all-you-can-experience cruise buffet: you sail, you sleep and you wake up somewhere new. And as for options? One day it's jungle hikes and reef dives, the next it's quiet beaches and fresh mango under a palm. Whether you’re wandering port towns or sipping rum on the sand, a Caribbean cruise with Princess gives you the good stuff without the stress.

 

Caribbean bears cruise

 

Beaches, azure waters — what comes to mind when you think of cruises 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.

 

Sky Princess Caribbean gay cruise

 

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!

 

Sky Princess Atrium

 

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.

 

Sky Princess Main Pool

 

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.

 

Sky Princess Main Dining Room

 

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.

 

Sky Princess Sabatinis Restaurant

 

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.

 

Sky Princess bar

 

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.

 

Sky Princess entertainment

 

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.

 

Sky Princess Movies Under the Stars

 

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.

 

Gay Caribbean Cruise 2027

Eastern Caribbean
Bears & Gay Cruise 2027
Itinerary

Date

Port

Arrive

Depart

 21 Nov Ft. Lauderdale, Florida    3 PM
 22 Nov Princess Cays, Bahamas 8 AM 3 PM
 23 Nov Fun Day at Sea!    
 24 Nov San Juan, Puerto Rico 9 AM 4 PM
 25 Nov Amber Cove, Dominican Republic 10 AM 6 PM
 26 Nov Grand Turk, Turks & Caicos 7 AM 4 PM
 27 Nov Fun Day at Sea!    
 28 Nov Ft. Lauderdale, Florida 6 AM  
Caribbean gay cruise map

 

Fort Lauderdale Bears cruise

Day 1 - Fort Lauderdale, Florida
The most popular beach resort in Florida is even more rightly famed as the "Yachting Capital of the World", with more than 40,000 registered crafts calling its waters home. The city also prides itself on being the "Venice of America" with more than 300 miles of navigable waterways. Fort Lauderdale boasts world-class theaters, museums, sightseeing, and shopping. The city sits 24 miles north of Miami and is named after a series of forts built by the United States during the second Seminole War. The forts took their name from Major William Lauderdale, who was the commander of the detachment of soldiers who built the first fort.

 

Princess Cays gay cruise

Day 2 - Princess Cays, Bahamas
Join us at our exclusive port of call, Princess Cays, where you'll enjoy a private beach party on the island of Eleuthera in the Bahamas. One hundred miles long and only two miles wide, Eleuthera offers unspoiled beaches. Our private resort at Princess Cays is situated on more than 40 acres and features over a half-mile of white-sand shoreline, all at the southern tip of the island. The resort boasts outstanding amenities while carefully preserving this natural paradise. Take in the views from the observation tower. Enjoy a complimentary beach barbecue. Sip a cool drink or browse the shops and the local craft market.

 

Princess bears cruise

Day 3 - Fun Day at Sea!
Our first full day is at sea. Relax, unwind and get into vacation mode. Lounge on your private balcony or near one of the pools, or maybe even find a quiet nook to settle in with a book. Want to be more active on your day at sea? Play bingo, work out at the gym, watch a movie, dance all night, attend a cooking seminar, soak in a hot tub, watch a sunset (or a sunrise), play trivia games, sing along at the piano bar, do some wine tasting, check your email or surf the internet, grab a snack, watch live entertainment, get lucky in the casino, indulge in a spa treatment, catch the game in the sports bar, and on and on…

 

Puerto Rico gay cruise

Day 4 - San Juan, Puerto Rico
San Juan vibrates to a lively salsa beat. There's an unmistakable zest in the air here. Perhaps it's the stunning natural setting: the verdant peaks, tropical forests, and gleaming white-sand beaches. Or maybe it's Puerto Rico's mix of cultures, the blend and occasional clash of four centuries of Spanish heritage overlaid with a century spent as America's only Commonwealth. Whatever the reason, San Juan is one of the most enticing ports in the Caribbean, and it only gets lovelier with age.

 

Dominican Republic Caribbean gay cruise

Day 5 - Amber Cove, Dominican Republic
Tucked on the north coast of the Dominican Republic, Amber Cove, named for the translucent gemstone found on its shores, sits just seven miles from the town Puerto Plata, a cinematic locale used as the backdrop for the first Jurassic Park film. Just steps from the dock take in the sparkling beach, which offers a plethora of water activities, and the serene, natural beauty from the comfort of a private bungalow. Or venture off the property to take to the high seas on a luxury catamaran snorkeling expedition or explore the 450-year-old San Felipe Fortress.

 

Grand Turk, Caribbean gay cruise

Day 6 - Grand Turk, Turks & Caicos
Grand Turk, the capital of the Turks and Caicos Islands, is a small island bursting with turn-of-the-century Caribbean charm, retaining the look and feel of the Caribbean 40 years ago. Grand Turk is six miles long and just over a mile wide with a population of only 6,000. It is blessed with miles of uncrowded, beautiful beaches and is close to several uninhabited cays such as Gibb's Cay, home of the stingray encounter. While there are many landside attractions to explore such as the Old Prison, Lighthouse Park, and the re-created salt salina, the real beauty of the island lies underwater. Grand Turk is world-famous for its healthy and beautiful coral reefs that surround the island, stretching almost from the coastline to the 7,000-foot vertical wall just offshore.

 

Princess gay bears cruise

Day 7 - Fun Day at Sea!
After all this, you’ll be ready for more fun and relaxing at sea. This is the time to do all the stuff you wanted to do on Day 3, but didn’t. Or, do nothing at all, and just relax!

 

Gay Fort Lauderdale cruise

Day 8 - Ft. Lauderdale, Florida
During your cruise to Fort Lauderdale, head out to the Everglades and enjoy Flamingo Gardens, home to pink flamingos, snarling alligators, black bears, and Florida panthers—plus exotic trees, butterfly gardens, and native flowers. You'll find great shopping on Fort Lauderdale cruise. Look for high fashion at Galleria Fort Lauderdale, north of the port and blocks from the ocean. Head west to Sawgrass Mills for 350 designer outlets, specialty shops, and eateries. Spend a relaxing day in downtown Hollywood, south of the port, for quaint shops, sidewalk cafés, and events in the park.

 

Caribbean gay bears cruise

 

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Marriott Fort Lauderdale Holidays

Sky Princess

Sky Princess

 

Virtual tour

Clicking on a the deck below will open deck plans in a separate window


Guests: 3,660 • Crew: 1,346 • Gross Tonnage: 141,000 • Length: 1,083' • Height: 217' • Guest Cabins: 1,830 • Registry: Bermuda

Quote or Reservation
Eastern Caribbean Bears & Gay Cruise 2027 Rates
Category Description
Double
Per Person
Perks Included
$ USD
Single
Per Person
Perks Included
$ USD
Interior Stateroom Sky Princess Interior Stateroom Stateroom approximately 166 - 175 sq. ft. This well appointed interior stateroom provides fine amenities. Comfortable queen or two twin beds; Refrigerator; Flat-panel television $ 1,434
$ 2,374
Oceanview Stateroom Sky Princess Oceanview Stateroom Stateroom approximately 172 sq. ft. This well-appointed stateroom features a picture window for memorable views. Stunning slanted floor-to-ceiling windows; Comfortable queen or two twin beds; Refrigerator; Flat-panel television; Private bathroom with shower; 100% cotton, high-thread count linens; Spacious closet; Desk with chair; Hair dryer & bathroom amenities; Digital security safe $ 1,694
$ 2,894
Balcony Stateroom Sky Princess Balcony Stateroom Stateroom approximately 222 sq. ft., including balcony. This stateroom provides outstanding views from a private balcony. Balcony with 2 chairs and table. Floor-to-ceiling sliding glass doors. Comfortable queen or two twin beds $ 1,854
$ 3,214
Deluxe Balcony Stateroom Sky Princess Deluxe Balcony Stateroom Stateroom approximately 233 sq. ft., including balcony. This larger than standard balcony stateroom provides outstanding views from a private balcony. Includes sofa bed. Balcony with 2 chairs and table; Floor-to-ceiling sliding glass doors; Comfortable queen or two twin beds; Refrigerator; Flat-panel television; Private bathroom with shower; 100% cotton, high-thread count linens; Spacious closet; Desk with chair; Hair dryer & bathroom amenities; Digital security safe $ 2,354
$ 3,794
Mini Suite Sky Princess Mini Suite Stateroom approximately 299 - 329 sq. ft., including balcony. This spacious stateroom provides a seating area with sofa bed, and full bath with tub and shower. Balcony with 2-4 chairs, table and ottoman; Bathroom tub and massage shower head; Floor-to-ceiling sliding glass doors; Separate sitting area with sofa bed & coffee table; Luxury mattress topper and pillows; Two flat-panel televisions; Comfortable queen or two twin beds; Refrigerator; 100% cotton, high-thread count linens; Spacious closet; Desk with chair; Hair dryer & bathroom amenities; Digital security safe $ 3,105
$ 5,195
Suite Sky Princess Suite Suite size approximately 587 - 682 sq. ft., including balcony. The Owner's Suite features an expansive stateroom and oversized aft-facing balcony. Exclusive suite-only benefits. Luxury balcony furniture including 2 loungers, 4 chairs, table and ottoman; 2 floor-to-ceiling sliding glass doors; Separate sitting area with sofa bed, chair and 2 tables; Spacious closet; Comfortable queen or two twin beds; Refrigerator; Two flat-panel televisions; Private bathroom with tub and separate shower; 100% cotton, high-thread count linens; Desk with chair; Hair dryer & fine bathroom amenities; Digital security safe On Request On Request
Quote or Reservation

 

 

Prices are per person based on double occupancy and include almost everything: your berth and transportation from port to port, onboard entertainment, onboard activities, most beverages (pay extra for alcohol and carbonated drinks), all your meals (including free room service!), all the Bear Cruise extras, and much more.

Taxes & charges of $150 pp, Gratuities $18 pp per day ($19 for Mini Suites, $20 for Suites) and optional insurance are additional.

Current rates may be lower or higher than rates as listed above based on current promotions and availability of cabins at the time of booking. An agent will apprise you of any changes, available pricing promotions and cabin options specific to your interests before moving forward with any booking or charging of your credit card.

$500 per person deposit required at time of booking. Balance payment is due on or before June 23, 2027

Optional shore excursions will be offered.

Prices are cruise only and DO NOT INCLUDE return airfare! Please ask for airfare add-ons back to your home city.

Fares are subject to availability and may change without prior notice.

Please ask for further details.

Princess Plus INCLUDED!
• Princess Plus Beverage Package - Enjoy cocktails, mocktails, wine, beer, and specialty coffees valued up to $15 each.
• Crew Appreciation (Gratuities)
• Enjoy two casual dining meals during your voyage
• Ocean Now and Room Service Delivery fees
• WIFI for 1 device per guest

 

Special Airfares

 

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Pre-Cruise Hotels


Fort Lauderdale Hotel reservations at Hotels.com

 


Fort Lauderdale, Florida hotels at Booking.com

 

Post-Cruise Hotel


Marriott Hotels Fort Lauderdale


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