Winter 2022 Caribbean Sailing

January 8 - 15, 2022

aboard Princess Cruises' Royal-Class


departing Fort Lauderdale 

for Princess Cays, San Juan,

Amber Cove and Grand Turk


This sailing is now closed, please plan on joining us on a future sailing!

Sat Jan 8:  


Sun Jan 9:  


Mon Jan 10:  


Tues Jan 11:      


Weds Jan 12:  


Thurs Jan 13:     


Fri Jan 14:   

Sat Jan 15:     

Fort Lauderdale, FL  (depart 4pm)


Princess Cays, Bahamas   (9am - 5pm)


Day at  Sea


San Juan, Puerto Rico  (7am - 5pm)


Amber Cove,  Dominican Republic  (9am - 6pm)


Grand Turk, Turks & Caicos (7am - 5pm)

Day At Sea 

Fort Lauderdale, FL  (arrive 6am)


7-Day Eastern Caribbean Islander Sailing

Explore the sparkling magic of the Eastern Caribbean

Known for it's world-famous beaches, natural surroundings and limitless water activities, this is the perfect option for a sunny Caribbean cruise vacation. 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. Enjoy the calm waters around the islands and snorkel, swim and sail your way through engaging activities. Relax on world-famous beaches, cool drink in hand, for a day of rejuvenation topped off by luxurious shopping. Dive in; the Caribbean is waiting.

Fort Lauderdale
Fort Lauderdale
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Princess Cays
Princess Cays
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San Juan
San Juan
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Fort Lauderdale, FL


The gayest place in Florida!  Experience Greater Fort Lauderdale’s 23 miles of promenade-lined beachfronts and explore a destination that boasts the very best Florida has to offer; an impressive art scene, world-class restaurants, craft breweries, shopping, casinos, and the Everglades at its doorstep. Cruise along the “Venice of America,” explore the festive nightlife, and get lost in botanical gardens with lush tropical plants and native wildlife.  More about Fort Lauderdale here

Princess Cays, Bahamas


With a half mile of white-sand shoreline and 40 acres of relaxation, shopping and picturesque beaches, Princess Cays is one of the best private Eastern Caribbean cruise line ports in the world. Relax in a private cabana, dive into the dozens of available water activities, explore the gorgeous back roads of Eleuthera in a dune buggy, or indulge in shopping featuring the wares of local craftspeople.

San Juan, Puerto Rico


Puerto Rico's capital and largest city, San Juan sits on the island's Atlantic coast. Its widest beach fronts the Isla Verde resort strip, known for its bars, nightclubs and casinos. Cobblestoned Old San Juan features colorful Spanish colonial buildings and 16th-century landmarks including El Morro and La Fortaleza, massive fortresses with sweeping ocean views, as well as the Paseo de la Princesa bayside promenade.  More about San Juan here

Amber Cove, Dominican Republic


Located in the province of Puerto Plata in the Dominican Republic's north coast region, Amber Cove merges the historic colonial architecture with the modern contemporary amenities of the greatest ports in the world. Amber Cove encompasses 30 acres of waterfront property and features a welcome center with myriad of retail and entertainment options.

Grand Turk, Turks & Caicos


Grand Turk is the historical center of the Turks and Caicos, and is the second most populated island in the country after the island of Providenciales. Originally founded by settlers from Bermuda as a site for sea salt production in 1681, Cockburn Town on Grand Turk has been the official capital of the Turks and Caicos since 1766.  Several important historic events have taken place around this small island, including being the likely spot of Columbus's first landfall in the New World, and the first dry land American astronaut John Glenn stepped foot on after orbiting Earth in 1962.

More about Grand Turk here

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A Beautiful New Royal Family Member, SKY PRINCESS

Princess Cruises' SKY PRINCESS


A recent addition to the PCL fleet, Sky Princess elevates the distinctive, contemporary design and luxurious attractions of the renowned Royal-class ships to even loftier heights. You can look forward to the most exciting entertainment venues yet, the newest dining choices and award-winning chef partnerships, in a truly spectacular ship designed to host your dream stay.


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Wakeview (Aft) Pool
Wakeview (Aft) Pool
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The Sanctuary
The Sanctuary
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Make the most of your vacation time aboard Sky Princess,

the first vessel built from the ground up with the Princess MedallionClass vacations experience; a personalized and

hassle-free vacation, so you can do more of what you love.


Plus, stay connected while at sea with fast and affordable MedallionNet Wi-Fi.

For more details about the MedallionClass experience, click here

Cabin Options and Pricing

Balcony Cabin                                   from $1,439 per person, double occupancy 

Deluxe Balcony Cabin                      from $1,554 per person, double occupancy 

Mini-Suite with Balcony Cabin         from $1,734 per person, double occupancy

Inside Cabin                                       from $1,049 per person, double occupancy 



Inside Cabin                                      from $1,728 per person, single occupancy 

Balcony Cabin                                   from $2,508 per person, single occupancy 

Deluxe Balcony Cabin                       from $2,738 per person, single occupancy 

Mini-Suite with Balcony Cabin         from $3,098 per person, single occupancy



Add an additional $185 per person for taxes, cruise fees & port-related expenses to the above rates.

  (taxes subject to change). 


Princess Cruises reserves the right to reinstate fuel supplements if the price of light sweet crude oil, according to the NYMEX,

  should it increase to above $65 per barrel.

Your Chumley’s PLUS Group Rate (shown above) also includes:


  • Princess Cruise Line's Premier Beverage Package (click for details)

  • WiFi for one device per guest

  • Gratuities for your Dining Room Staff and Cabin Stewards

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Chumley's BearCruise Package Pricing: 

The package prices listed here include our contracted cruise line rates.  Other promotional rates may apply 

at the time we receive your registration, possibly resulting in a lower quote in our response to you.


Your Chumley’s BearCruise package rate includes

  • 7 nights’ accommodations

  • All shipboard meals with coffee, tea and iced tea included

  • All cruise line's shipboard entertainment 

  • Private CBC Facebook group access to get to know others and to keep up with important trip details

  • Access to negotiated pricing at the official CBC host hotel ($)

  • Access to all exclusive pre-cruise and shipboard private CBC dances, parties and events

  • Access to private group dining area

  • Access to optional private CBC shore excursions ($)

  • Exclusive gifts for CBC guests

  • Unlimited Beverage Package

  • WiFi

  • Gratuities

Additional package pricing available for triple or quad occupancy as well as for Full Suite Cabins.

Please select the link to our registration form at the bottom of this page (click on the green bar) so

we may accurately provide a no-obligation quote for the best price based on your criteria and interests. 

Contact Carlos at should you have questions.


Note:  Pricing above reflects original contracted rates between our agency and cruise line.  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 of Connie George Travel Assoc., LLC 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.

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Mini Suite
Mini Suite
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Deluxe Balcony
Deluxe Balcony
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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.