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Discover the World with My Bear Cruise

November 14 2026 to November 21th 2026

Click Link to Book

Book Now

 

🐻 Welcome to the My Bear Cruise Caribbean Experience


Welcome aboard the My Bear Cruise Caribbean Cruise — where bears, cubs, chasers, admirers, and friends come together for an unforgettable week of sun, sea, connection, and pure fun.


This is more than just a cruise. It’s a floating bear community, created for men who love a relaxed, friendly, body-positive atmosphere combined with incredible destinations, private events, and nonstop social energy. Whether you’re cruising solo, with friends, or with a partner, you’ll feel welcomed, included, and right at home from the moment you step onboard.


Expect great music, themed parties, laid-back daytime vibes, unforgettable nights, and the kind of friendships that often last long after the cruise ends.


🌴 What to Expect on a My Bear Cruise


My Bear Cruise is designed to be fun, social, and pressure-free. You choose your pace — party hard, relax by the pool, explore the ports, or do a little of everything.


Onboard, you can expect:


  • A friendly, welcoming bear crowd from around the world
     
  • Daily social meetups and casual gatherings
     
  • High-energy themed parties and relaxed evening events
     
  • Poolside lounging, cocktails, and sun-soaked afternoons
     
  • Private bear-only events exclusively for our group
     
  • A fun, body-positive environment where everyone belongs
     

From morning coffee chats to late-night dance floors, there’s always something happening — or not happening, if relaxing is more your style.


🎉 Private Bear Events & Theme Nights


As part of our private group programming, My Bear Cruise features exclusive events just for our guests, including:


  • Welcome Meet & Greet
     
  • White Party
     
  • Pirates of the Caribbean Party
     
  • Great Gatsby / Roaring 20s Party
     
  • Pool & Deck Parties
     
  • Farewell Celebration
     

All events are optional — come dressed up or keep it casual. The only requirement is to have fun and be yourself.


🍽️ What’s Included in Your Cruise


Your cruise fare includes exceptional value, comfort, and entertainment:

Included in your cruise fare:


  • Your cruise accommodations
     
  • All main dining room meals
     
  • Buffet and casual dining options
     
  • Entertainment and shows onboard
     
  • Access to pools, hot tubs, gym, and ship amenities
     
  • All My Bear Cruise private events and parties
     
  • Daily activities and social gatherings
     

Not included:

  • Alcoholic beverages and specialty coffee (beverage packages available)
     
  • Specialty dining restaurants
     
  • Shore excursions
     
  • Spa services
     
  • Gratuities, taxes, and fees (where applicable)
  • Taxex and fees of $210 not included in the price
     

Optional beverage packages and upgrades can be added to enhance your cruise experience.

🗺️ Caribbean Itinerary Highlights

Our Caribbean itinerary combines beautiful tropical destinations with relaxing sea days — the perfect balance of adventure and downtime.

Typical itinerary includes:

  • Fort Lauderdale, Florida – Easy embarkation and smooth sailing
     
  • Caribbean Island Ports – Crystal-clear waters, beaches, local culture, and excursions
     
  • At-Sea Days – Pool parties, relaxation, themed events, and social time
     
  • Return to Fort Lauderdale – Full of memories and new friendships
     

Exact ports and times may vary by sailing — full details are listed on the cruise itinerary page.

🐻 Who Should Join My Bear Cruise?

My Bear Cruise is for:

  • Bears, cubs, chubs, chasers, admirers, and allies
     
  • Solo travelers looking to make friends
     
  • Couples and groups of friends
     
  • First-time cruisers and seasoned travelers
     

No cliques. No pressure. Just good vibes, great people, and an unforgettable week at sea.


⚓ Ready to Sail With the Bears?


If you’re looking for a cruise that blends community, fun, relaxation, and unforgettable experiences, My Bear Cruise is for you.

Come for the Caribbean.
Stay for the bears.
Leave with memories that last a lifetime.


🐻 Welcome aboard.

prices starting at only $599+ per person

Get ready to sail on the biggest bear cruise in the Caribbean

 

Depart  


 Saturday, November 14, 2026 Departs at 03:00 PM 


 

Day 1 Ft. Lauderdale, Florida Sat, Nov 14 • 03:00 PM


Day 2 Celebration Key, Grand Bahama Island Sun, Nov 15 • 08:00 AM - 05:00 PM


Day 3At Sea Mon, Nov 16


Day 4 Amber Cove, Dominican Republic Tue, Nov 17 • 09:00 AM - 06:00 PM


Day 5Grand Turk, Turks & Caicos Wed, Nov 18 • 08:00 AM - 06:00 PM


Day 6At Sea Thu, Nov 19


Day 7At Sea Fri, Nov 20


Day 8Ft. Lauderdale, Florida Sat, Nov 21 • 06:00 AM

Discover the Best Cruises with My Bear Cruise

Meet & Greet Cocktail Party

Pirates of the Caribbean Party

Pirates of the Caribbean Party

 

Welcome Aboard! 🛳️🍸

  • Gentlemen, it’s time to set sail on an unforgettable journey! Whether you’re a seasoned cruiser or stepping aboard for the first time, we’re thrilled to welcome you to this exclusive meet-and-greet cocktail party.
  • Tonight is all about great conversation, new friendships, and a little sparkle on the high seas. So grab a drink, mix and mingle, and let’s toast to this adventure together!
  • The ocean breeze, the clink of glasses, and the laughter of like-minded souls—what more could we ask for? So relax, be yourself, and let’s make memories that last far beyond the horizon.
  • Cheers to an amazing voyage ahead! 🥂🌊

Pirates of the Caribbean Party

Pirates of the Caribbean Party

Pirates of the Caribbean Party

 

🏴‍☠️ Pirates of the Caribbean Party

Ahoy, mateys! One night on our Gay Caribbean Cruise, the ship transforms into a high-seas playground for our legendary Pirates of the Caribbean Party—one of the most anticipated theme nights of the week.

Inspired by the spirit, adventure, and playful mischief of Pirates of the Caribbean, this over-the-top themed party invites you to unleash your inner pirate. Expect a night filled with swashbuckling fun, tropical beats, rum-fueled energy, and plenty of eye candy as our guests bring the theme to life.

Dress the part with pirate hats, bandanas, boots, corsets, vests, leather, stripes, or anything sexy and sea-worthy. Whether you come as a fearless captain, a rogue deckhand, or a cheeky Caribbean pirate, creativity is encouraged—and rewarded with plenty of attention on the dance floor.

Our DJs will keep the party going with high-energy music, themed surprises, and nonstop dancing as the night sails on. This is a private gay group event, exclusively for our guests, designed to be fun, flirtatious, and unforgettable.

So grab your crew, raise a glass, and prepare to plunder the dance floor.
No rules. No curfews. Just pure pirate fantasy at sea.

🏴‍☠️ Arrr you ready?





70s Costume Party

Pirates of the Caribbean Party

70s Costume Party

 

Welcome to the Ultimate 70s Disco Bash! 🕺🎶🚢

  • Alright, gentlemen—get ready to step back in time to an era of bell-bottoms, glitter, and funkadelic beats! The ocean may be beneath us, but tonight, we’re soaring straight to Studio 54 vibeng your best dance moves, or just here to soak in the electric energy, this is your moment to shine! The drinks are flowing, the disco ball is spinning, and the night is ours to groove.
  • So channel your inner diva, hit the dance floor, and let’s make this cruise party one for the history books. After all, tonight, we’re not just cruising—we’re cruising in style!
  • Let’s boogie! 🕺🥂✨

White Party

Great Gatsby Party

70s Costume Party

 

🤍 White Party at Sea

One of the most iconic nights on our Gay Caribbean Cruise is the unforgettable White Party—a timeless celebration of style, confidence, and pure island energy under the stars.

Inspired by legendary all-white events around the world, our onboard White Party is a private, adults-only evening exclusively for our gay group guests. As the sun sets and the ocean sparkles, the ship comes alive with glowing white attire, sultry beats, and an atmosphere that’s equal parts chic and electrifying.

Dress in your best white look—linen, swimwear, sleek resort wear, bold statement pieces, or daring minimalist styles. From casual coastal elegance to high-fashion fantasy, this is your moment to shine. White is more than a dress code—it’s a vibe.

Our DJs keep the energy flowing with a mix of dance, house, and party anthems while the dance floor fills with smiling faces, new friendships, and unforgettable moments. Whether you’re dancing until late, enjoying cocktails with friends, or simply soaking in the ambiance, the White Party is where memories are made.

Elegant. Sexy. Iconic.
The White Party is a signature event you won’t want to miss.

🤍 Come dressed in white. Leave glowing. 

Great Gatsby Party

Great Gatsby Party

Great Gatsby Party

 

🥂 The Great Gatsby / Roaring 20s Party

Step back in time and into a world of glamour, excess, and timeless style at our Great Gatsby / Roaring 20s Party—one of the most elegant and high-energy nights on the Gay Caribbean Cruise.

Inspired by the lavish parties and Jazz Age decadence of The Great Gatsby, this exclusive evening invites you to dress to impress and celebrate in true 1920s fashion. Think champagne towers, jazz-inspired beats, art-deco flair, and a dance floor filled with confidence, charisma, and charisma.

Gentlemen are encouraged to channel classic Gatsby style with tailored suits, suspenders, bow ties, vests, pinstripes, fedoras, or slick vintage looks. Add a modern twist if you like—this is about elegance with attitude. The goal? Look sharp, feel bold, and own the night.

As the music builds and the energy rises, our DJs blend vintage vibes with modern dance tracks to keep the party roaring well into the night. Surrounded by like-minded traveller's, this private gay group event is all about indulgence, connection, and unforgettable moments at sea.

This is your night to dress up, stand out, and live a little dangerously—just like Gatsby would.

🥂 A little party never killed nobody. 

Farewell Party

Great Gatsby Party

Great Gatsby Party

 

🌅 Farewell Party – Until We Sail Again

As our incredible Gay Caribbean Cruise comes to an end, we gather one last time for our Farewell Party—a heartfelt celebration of friendships made, memories shared, and moments we’ll never forget.

This special evening is all about connection, reflection, and celebration. After a week filled with laughter, themed parties, tropical destinations, and unforgettable nights at sea, the Farewell Party gives us a chance to slow down just enough to appreciate the journey we’ve shared together.

Join your fellow cruisers for cocktails, music, and relaxed vibes as we toast to new friendships, inside jokes, epic dance floors, and the magic that happens when an amazing group of people comes together. It’s a night filled with smiles, hugs, photos, and plenty of “we’ll definitely stay in touch.”

Our DJs set the perfect soundtrack—uplifting, celebratory, and nostalgic—creating an atmosphere that’s joyful, emotional, and full of gratitude. Whether you’re dancing, chatting, or simply soaking it all in, this final gathering is the perfect way to close out an extraordinary week.

It may be the last party of the cruise…
…but it’s never goodbye.

🌅 Until we sail again. 

D J RICHI RICH

D J RICHI RICH

D J RICHI RICH

 

Get Ready to Dance with DJ Richi Rich! 🎧🔥

  •  Prepare to turn up the energy because we have a special guest onboard tonight—none other than the iconic DJ Richi Rich from Fort Lauderdale, Florida!
  • Known for his electrifying mixes, high-energy beats, and unparalleled ability to keep the crowd moving, DJ Richi Rich has been setting dance floors on fire across the country. Whether he’s spinning classic anthems, deep house grooves, or the hottest hits, one thing’s for sure—tonight’s party is about to be legendary.
  • So grab a drink, hit the dance floor, and let DJ Richi Rich take us on a musical journey we won’t forget. This is not just a party—this is an experience!
  • Let’s make some noise for DJ Richi Rich! 🕺🥂🎶

Explore the Caribbean with My Bear Cruise

Optional add-ons


Purchase individually, or upgrade to a Princess Plus or Princess Premier package that includes the most popular options at a value.

  • Beer, wine, cocktails, specialty coffees, sodas & juice bar
  • Wi-Fi     

  

Princess Plus

 $70

per person/day

Drinks, Bottled Water, Specialty Coffee, and Juice Bar

Wide selection of non-alcoholic soft drinks and premium Lavazza coffees. Cocktails, wine and beer up to $15 each. 25% off bottles of wine. Power shots from the unlimited juice bar to boost your immunity and energy.


Gratuities included


 WIFI

1 device per guest

MedallionNet® Max allows you to text, share, stream and video chat with our highest performing Wi-Fi service

 

Princess Premier

  $105

per person/day

Beverages

premier included

Unlimited Premium Drinks, Bottled Water, Specialty Coffee, and Juice Bar

Top-shelf spirits and craft cocktails up to $20 each, 

 WIFI

4 devices per guest

MedallionNet® Max allows you to text, share, stream and video chat with our highest performing Wi-Fi service


Gratuities included


  • Dine at award-winning specialty restaurants
  • Shore excursions
  • Spa services and The Sanctuary
  • Laundry services
  • Celebrations, romance and wedding packages



 

Princess Standard fare includes


  • MedallionClass® experience
    Enjoy effortless, personalized cruising: your stateroom unlocking as you approach, next-level service, easily finding family & friends while on board and so much more.
  • Entertainment
    Broadway-style shows, live music, movies, themed activities, game shows and performers
  • Dining
    Multicourse dining, buffet, pizza, burgers, hot dogs, soft-serve ice cream, pastries and desserts
  • Fitness facilities



Discover the World with My Bear Cruise

Inside

Deluxe Balcony

Ocean View

Inside Cabin

Starting at only $599+ per person Garantee

Inside forward from $609pp+ 

Aft $6579.00pp+ - Midship $889.00pp+

Ocean View

Deluxe Balcony

Ocean View

Ocean View starting at only $679.00+ per person 

Obstructed view $739.00pp  

Non obstructed view $799.00 and $849.00 +

Deluxe Balcony

Deluxe Balcony

Deluxe Balcony

 Deluxe Balcony 

From $799+ per person

Premium Deluxe $1059.00+ per person

Cove Balcony from $799+


Mini Suite

Owner's Suite

Deluxe Balcony

Mini Suite

 Starting at only $1279.00+ per person 

Midship $1139.00

 

Sanctuary Mini-Suite $2899+ pp

Princess Premier® Package Included 

Suite

Owner's Suite

Owner's Suite

Suite

Signature Suite  $3794.00+pp

Princess Premier® Package Included


 

Owner's Suite

Owner's Suite

Owner's Suite

 

Vista Suite

$4799.00+pp

Princess Premier® Package Included


Grand Suite

Grand Suite

Grand Suite

 

Grand Suite

$5499.00=pp

Princess Premier® Package Included

Sky Suite

Grand Suite

Grand Suite

 

Sky Suite

$10,934.00+pp 

 

Princess Premier® Package Included

Contact Us

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All prices are per person based on double occupancy, taxes and fees of $210 are not included in the price, prices can change at any time without notice, this is a gay group cruise

My Bear Cruise - Gay Cruises & Group Travel

+15617030064

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