Our Inaugural Chumley's LGBT Family Sailing!

Oct 18 - 28, 2019


10-Day Southern Caribbean Sailing

aboard the majestic



sailing round-trip from Fort Lauderdale FL for

Princess Cays, St Thomas, Antigua,

St Lucia, Barbados and St Kitts

Introducing a new option for you and your loved ones...

Since 1999, Mark 'Chumley' Singer has been organizing specialty group sailings for members of the LGBTQ community. 


While there were quite a few options for 'all-gay' charter cruises, they were considerably more expensive and not the vibe that we were all seeking when we vacation.  Our large groups allow us to offer great pricing, all of the wonderful elements provided to any cruise guest, as well as the convenience of a designated travel agent and event producer with more than 4 decades of combined experience.  In addition, you'll enjoy access to exclusive ground transportation, host hotel with discounted pricing, private activities designed to enhance your options and make new friends, and online group access to get to know your fellow travelers before even leaving home!

We search for the best cruise lines, ships and itineraries at the best pricing, because we know travel is expensive and we all need more time away to relax and refresh from the daily grind.

As more and more of our guests are now starting families, and so many of us have friends and family with kids of all ages, it is clearly time we started a group specifically designed for families of all types.  More than two decades and dozens of cruises later, we are so excited and proud to introduce our Inaugural Chumley's Family Cruise!

10/18:    Fort Lauderdale      (depart 4pm)


10/19:    Princess Cays         (9am - 5pm)


10/20:    At Sea                  


10/21:    St Thomas               (9am -7pm)


10/22:    Antigua                    (9am - 6pm)


10/23:    St Lucia                   (8am - 6pm)


10/24:    Barbados                (7am - 4pm) 


10/25:    St Kitts                    (9am - 6pm)


10/26:    At Sea                        


10/27:    At Sea                         


10/28:    Fort Lauderdale      (dock 7am)


Crown Princess remains fresh and beautiful, in no small part due to her 2018 refurbishment.  While one of the largest ships in the Princess Cruise Line fleet, you'll rarely feel it's size while enjoying your time aboard.


The busy three-story atrium plaza is a hub of activity, with “street performers” singers, and musicians... making it the perfect place to relax and people-watch and to enjoy a 24-hour snack from the International Cafe.  

The adults-only Sanctuary is your own chill-out area with views of nothing but horizon.  Dining venues include the traditional grand dining room, several casual spots, plus specialty options like the Crown Grill Sterakhouse and Sabatini’s, offering Northern Italian fare.

Four Princess top-deck outdoor dining offerings have been revitalized, renamed and enhanced, including:

  • The Salty Dog Grill (formerly Trident Grill) – guests can indulge in a variety of signature Princess burgers grilled up with 100 percent all-beef patties and buns freshly baked onboard, or choose from new Street Tacos made with grilled chipotle-lime chicken or roasted sweet potato-green chile at the new Salty Dog Grill. For a nominal charge, “The Ernesto” burger, from Chef Ernesto Uchimura, voted “#1 Burger at Sea” by Cruise Critic, is also available, where guests can accompany their selections with loaded fries in tempting varieties include chili cheese and bacon & cheese. Classic hot dogs round out the menu offerings at the new on-deck dining venue.

  • Slice (formerly Prego Pizzeria) – featuring west coast and east coast offerings, Princess guests will enjoy the cruise line’s signature classic Neapolitan-style pizza that has been voted “Best Pizza at Sea” by USA Today. New menu items include Deep Dish Focaccia layered with marinara, meatballs and cheese, California Artisanal Toast including Cali-Avocado or Caprese, as well as Sliced Stromboli, an east coast take on an Italian calzone filled with deli meats and cheese.

  • Coffee & Cones (formerly Sundaes Ice Cream Bar) – offering treats of gourmet ice-cream sandwiches, complimentary ice cream cones and now brewing specialty coffee on the top deck, serving New Grounds Crafted Coffee.

  • The Mix (formerly Mermaid’s Tale) – the poolside bar has been refreshed and the brightly lit surroundings create a festive atmosphere for guests celebrating the day or catching up with friends and family.


The Princess Luxury Bed is now available in every stateroom aboard Crown Princess.  Developed by Princess Cruises in collaboration with board-certified sleep expert, Dr. Michael Breus and renowned HGTV designer Candice Olson, the bed offers the ultimate night of sleep at sea combining the science of sleep with the pinnacle of design and recently received the highest ranking for “Best Cruise Ship Beds” by Cruise Critic.

Crown Princess continues to offer the very best of full-size ship convenience, a warm and welcoming crew and the comforts you have come to expect that help you 'come back new'.

Magnificent Ports of Call

Fort Lauderdale, FL


Experience Greater Fort Lauderdale’s 23 miles of promenade-lined beachfronts and explore a destination that boasts luxury hotels, an impressive art scene, world-class restaurants, craft breweries, nightlife, shopping, casinos, and the Everglades on its doorstep. Cruise along the “Venice of America,” explore shipwreck dive sites in the “Wreck Capital of Florida,” and get lost in botanical gardens with lush tropical plants and native wildlife. 


Fort Lauderdale is Florida's lesbian, gay, bi-sexual, transgender and family capital, and is proud to have hundreds of LGBT-owned and operated businesses in an open and welcoming community.

Plan to stay a few days before or after your sailing to enjoy this resort-style town; have a beach day, shop and grab a drink in Wilton Manors... you'll be glad you did.

Princess Cays, Bahamas

Your magical day at Princess Cays starts when you come ashore at Love Boat Marina, and are welcomed to this private resort on the island of Eleuthera, Bahamas - specifically designed for classic cruising perfection, featuring an entire island’s worth of vacation fun and amenities. You’ll find a BBQ pit already fired up for lunch and plenty of space to soak up some sun while you work up an appetite.  Somewhere among the palm trees you might spy the exclusive adult-only retreat. By now it’s clear that Princess Cays is good for more than just a beach day, but plan on fitting one in anyway — this wouldn’t be a prime cruise destination without great things to do, and great ways to get wet, like swimming, kayaking and sailing.


St Thomas, US Virgin Islands 


For an island of only 32 square miles, few places offer so many wonderful things to do. Go shopping and sailing, snorkeling and sightseeing, or diving and dining. Enjoy the island’s gracious culture, picture-perfect beaches and spectacular nightlife. Take the Skyride 700 feet above the city or climb the famous 99 Steps of Charlotte Amalie for an incomparable view of the Caribbean. And if you’re interested in island history, don’t miss seeing the second-oldest synagogue in the Western Hemisphere, the 1680-built Fort Christian or the childhood home of Camille Pissarro, one of the best-known French Impressionists.



Antigua (pronounced An-tee'ga) and Barbuda are located in the middle of the Leeward Islands in the Eastern Caribbean, roughly 17 degrees north of the equator. Historic sites, tasty cuisine and a lively cultural scene can all be found on Antigua, but most often it's the beauty and versatility of the island's 365 beaches that draw travelers from afar. Save your breaks from the sand and sun for the go-to sites of Antigua; its sleepy sister island, Barbuda, has a more relaxed, less touristy feel. If you do venture to Antigua's attractions, you'll find that the panoramic view from Shirley Heights or the fascinating history of the Cathedral of St. John the Divine are largely overlooked by the sun worshippers who have set up camp along the shores.


St Lucia


St. Lucia is the sort of island that travelers to the Caribbean dream about--a small, lush tropical gem that is still relatively unknown.  St. Lucia is only 27 miles long and 14 miles wide, with a shape that is said to resemble either a mango or an avocado. The Atlantic Ocean kisses its eastern shore, while the beaches of the west coast owe their beauty to the calm Caribbean Sea.  In natural beauty, St. Lucia seems like an island plucked from the South Pacific and set down in the Caribbean. Its dramatic twin coastal peaks, the Pitons, soar 2,000 feet up from the sea, sheltering magnificent rain forests where wild orchids, giant ferns, and birds of paradise flourish. Brilliantly-plumed tropical birds abound, including endangered species like the indigenous St. Lucia parrot. The rainforest is broken only by verdant fields and orchards of banana, coconut, mango, and papaya trees.



Barbados is an eastern Caribbean island and an independent British Commonwealth nation. Bridgetown, the capital, is a cruise-ship port with colonial buildings and Nidhe Israel, a synagogue founded in 1654. Around the island are beaches, botanical gardens, the Harrison’s Cave formation, and 17th-century plantation houses like St. Nicholas Abbey. Local traditions include afternoon tea and cricket, the national sport.  From the boulder-spattered east coast to the shimmering stretches of sand that line the western shore, the pretty colonial bridges and statues of Nelson in Bridgetown to the crumbling plantations and fishing towns of the north, Barbados is a truly enthralling and fascinating island to say the least.  Steeped in tales of piracy and English colonialism, doused in rum and set to the mouth-watering scents of weekend fish fries, the island welcomes visitors with open arms.  It attracts SCUBA divers with its fringes of reefs, sunbathers with the gorgeous southern beaches, surfers with the iconic rollers of Bathsheba Bay, history buffs with those soaring forts and UNESCO sites, foodies with spice-topped swordfish – the list goes on.

St Kitts


The luxurious twin islands of St Kitts and Nevis are breathtaking. St. Kitts and Nevis beckon to travelers looking for a mix of resort relaxation and picturesque landscapes with a touch of adventure and a dash of history. St. Kitts is the more outgoing sister, with the widest selection of restaurants, bars and hotels. Shy and lush Nevis showcases the opulence that has become this region's calling card. Seclusion might be the No. 1 draw (Nevis doesn't have a single streetlight), but there are many other lures... those with a penchant for history will certainly find it – Nevis is the birth island of founding father Alexander Hamilton; St. Kitts' imposing Brimstone Hill Fortress was once known as the "Gibraltar of the West Indies" and the St. Kitts Scenic Railway educates travelers on the area's sugar cane roots. Meanwhile, those who come strictly for the beach can relax with a good book on a number of white-sand oases, such as Oualie Beach and Frigate Bay.

Cabin Categories and Pricing

From the moment you step aboard,

you'll feel welcomed and right at home.


And with attentive service from a friendly

staff that knows what hospitality means,

you’ll find your Princess ship truly is your

home away from home.  

Sample prices below.

Lower promotional prices may be available at the time you complete your registration request

Exciting news:

We have been able to book our guests on promotions significantly lower

than our group rates as shown below, and with shipboard credits (free

shipboard spending money for you!).  Complete a no-obligation registration form right away to have a personalized quote sent to you!



Inside Cabin                                           from $1,360 per person, double occupancy 

Obstructed View Ocean View Cabin    from $1,510 per person, double occupancy  

Ocean View Cabin                                 from $1,660 per person, double occupancy

Balcony Cabin                                       from $1,860 per person, double occupancy 

Mini-Suite with Balcony Cabin            from $2,260 per person, double occupancy

Inside Cabin                                           from $2,659 per person, single occupancy 

Obstructed View Ocean View Cabin    from $2,959 per person, single occupancy  

Ocean View Cabin                                 from $3,259 per person, single occupancy

Balcony Cabin                                       from $3,659 per person, single occupancy 

Mini-Suite with Balcony Cabin            from $4,459 per person, single occupancy



Add an additional $140 per person for taxes, fees and port expenses to the above rates.

Upon receipt of a registration form for each person in your cabin, we will send cabin information and the best rate (promotional or group) available for your Chumley’s BearCruise package.

The Chumley’s BearCruise (CBC) package includes but is not limited to:

  • 10 nights’ accommodations

  • Shipboard meals

  • Limited beverages (coffee, tea and iced tea)

  • Group credentials

  • All cruise ship’s entertainment

  • Private CBC online group access to get to know others & to stay abreast of trip details

  • Access to negotiated pricing at the official CBC host hotel

  • Access to exclusive pre-cruise and shipboard private CBC events

  • Access to group dining

  • Access to optional private CBC shore excursions

  • Exclusive gifts for CBC attendees

Seeking a Cabin Mate?

Interested in sailing with us, but looking for a cabin mate? Just post on our Chumley's BearCruise Facebook page, and remember to include questions like 'are you a late night party guy or early riser?', 'snorer or not?', and of course 'what type of cabin are you interested in?' in order to find your perfect fit! 

Click here to go to our Facebook page and post your message now.

Click on the logo to visit our Chumley's BearCruise Facebook page and post your message!

All set?  Let's get started!

Just click the green button below to access

the Registration Form for this sailing...  it will show you details on cabin

selection and pricing, and once completed and submitted will generate our travel

experts to contact you to discuss the best price and availability for your needs. 


Remember that there is no obligation for you to submit the Registration Form, you

will have the opportunity to decide whether or not you'd like to join us once contacted.  

Welcome Aboard!