14 Night Caribbean - Extended Cruise
Cruise LinePrincess Cruises
ShipSun Princess
DepartsSun, Dec 7th 2025
ReturnsSun, Dec 21st 2025
Nights14
Departing PortFt. Lauderdale
Ports of CallFt. Lauderdale, Cozumel, Roatan, Grand Cayman, Ft. Lauderdale, Princess Cays, San Juan, St. Thomas, Ft. Lauderdale
Welcome aboard Sun Princess® where the sun revolves around you! Sail on a ship packed with more amenities than you can shake a piña colada at. Relax with panoramic views from The Sphere and savor ocean vistas while dining in the Piazza. The Dom… 
Inside Cabin
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Ocean View
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Balcony
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Suite
From $2,306 pp*
$164.74/night
14 Night Caribbean - Extended Cruise
Cruise LinePrincess Cruises
ShipGrand Princess
DepartsSun, Dec 7th 2025
ReturnsSun, Dec 21st 2025
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. Croix, Basseterre, Soufriere, Tobago Cays + Carriacou, Bridgetown, San Juan, St. Thomas, Philipsburg, St. John's, Dominica, Bridgetown, San Juan
Experience grandeur like never before aboard Grand Princess® where every moment is designed to impress. Indulge in delicious pop-up dining at Crab Shack or sip on a glass of wine at Vines Wine Bar. Love to people-watch? The Explorers Lounge is the per…
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Ocean View
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Balcony
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12 Night Caribbean Cruise
Cruise LinePrincess Cruises
ShipCaribbean Princess
DepartsThu, Dec 11th 2025
ReturnsTue, Dec 23rd 2025
Nights12
Departing PortFt. Lauderdale
Ports of CallFt. Lauderdale, Oranjestad, Kralendijk, Bonaire, Dominica, St. Maarten, St. Thomas, Antigua, Ft. Lauderdale
Step aboard Caribbean Princess® and let the island vibes sweep you off your feet. Splash around at The Reef Family Splash Zone where kids — and kids at heart — can make a splash. Worked up an appetite? Dive into mouthwatering BBQ at Planks…
Inside Cabin
From $775 pp*
$64.59/night
Ocean View
From $824 pp*
$68.67/night
Balcony
From $1,150 pp*
$95.84/night
Suite
From $1,352 pp*
$112.67/night
14 Night Caribbean - Extended Cruise
Cruise LinePrincess Cruises
ShipGrand Princess
DepartsSun, Dec 14th 2025
ReturnsSun, Dec 28th 2025
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. Thomas, Philipsburg, St. John's, Dominica, Bridgetown, San Juan, St. Croix, Pointe a Pitre, Dominica, St. George's, Bridgetown, San Juan
Experience grandeur like never before aboard Grand Princess® where every moment is designed to impress. Indulge in delicious pop-up dining at Crab Shack or sip on a glass of wine at Vines Wine Bar. Love to people-watch? The Explorers Lounge is the per…
Inside Cabin
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Ocean View
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Balcony
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Suite
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8 Night Caribbean Cruise
Cruise LinePrincess Cruises
ShipSky Princess
DepartsSun, Dec 14th 2025
ReturnsMon, Dec 22nd 2025
Nights8
Departing PortPort Canaveral
Ports of CallPort Canaveral, St. Thomas, Philipsburg, San Juan, Grand Turk, Port Canaveral
Get ready to have your head in the clouds — literally — on Sky Princess®. This ship is all about taking things to new heights, from jaw-dropping balcony views to relaxation in the hydrothermal pool at The Enclave. Need some "me time"…
Inside Cabin
From $889 pp*
$111.08/night
Ocean View
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Balcony
From $949 pp*
$118.58/night
Suite
From $2,899 pp*
$362.33/night
14 Night Caribbean - Extended Cruise
Cruise LinePrincess Cruises
ShipSun Princess
DepartsSun, Dec 14th 2025
ReturnsSun, Dec 28th 2025
Nights14
Departing PortFt. Lauderdale
Ports of CallFt. Lauderdale, Princess Cays, San Juan, St. Thomas, Ft. Lauderdale, Cozumel, Roatan, Grand Cayman, Ft. Lauderdale
Welcome aboard Sun Princess® where the sun revolves around you! Sail on a ship packed with more amenities than you can shake a piña colada at. Relax with panoramic views from The Sphere and savor ocean vistas while dining in the Piazza. The Dom…
Inside Cabin
From $1,436 pp*
$102.60/night
Ocean View
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Balcony
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Suite
From $5,890 pp*
$420.74/night
7 Night Caribbean - Eastern Cruise
Cruise LinePrincess Cruises
ShipSun Princess
DepartsSun, Dec 14th 2025
ReturnsSun, Dec 21st 2025
Nights7
Departing PortFt. Lauderdale
Ports of CallFt. Lauderdale, Princess Cays, San Juan, St. Thomas, Ft. Lauderdale
Welcome aboard Sun Princess® where the sun revolves around you! Sail on a ship packed with more amenities than you can shake a piña colada at. Relax with panoramic views from The Sphere and savor ocean vistas while dining in the Piazza. The Dom…
Inside Cabin
From $515 pp*
$73.52/night
Ocean View
From $615 pp*
$87.81/night
Balcony
From $815 pp*
$116.38/night
Suite
From $1,215 pp*
$173.52/night
7 Night Caribbean Cruise
Cruise LinePrincess Cruises
ShipGrand Princess
DepartsSun, Dec 14th 2025
ReturnsSun, Dec 21st 2025
Nights7
Departing PortSan Juan
Ports of CallSan Juan, St. Thomas, Philipsburg, St. John's, Dominica, Bridgetown, San Juan
Experience grandeur like never before aboard Grand Princess® where every moment is designed to impress. Indulge in delicious pop-up dining at Crab Shack or sip on a glass of wine at Vines Wine Bar. Love to people-watch? The Explorers Lounge is the per…
Inside Cabin
From $556 pp*
$79.41/night
Ocean View
From $807 pp*
$115.26/night
Balcony
From $736 pp*
$105.12/night
Suite
From $806 pp*
$115.12/night
20 Night Caribbean - Extended Cruise
Cruise LinePrincess Cruises
ShipEnchanted Princess
DepartsWed, Dec 17th 2025
ReturnsTue, Jan 6th 2026
Nights20
Departing PortFt. Lauderdale
Ports of CallFt. Lauderdale, Princess Cays, Grand Turk, Philipsburg, Basseterre, Tortola, St. John's, Ft. Lauderdale, Princess Cays, St. Thomas, Dominica, Bridgetown, Martinique/Fort-de-France, French West Indies, St. John's, Ft. Lauderdale
Prepare to be captivated aboard Enchanted Princess® where every moment feels like pure magic. Soak your cares away in The Enclave’s hydrotherapy pool or dine in style at The Catch by Rudi and O’Malley’s Irish Pub. Embark on a seven-c…
Inside Cabin
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Ocean View
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Balcony
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Suite
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14 Night Caribbean - Extended Cruise
Cruise LinePrincess Cruises
ShipSun Princess
DepartsSun, Dec 21st 2025
ReturnsSun, Jan 4th 2026
Nights14
Departing PortFt. Lauderdale
Ports of CallFt. Lauderdale, Cozumel, Roatan, Grand Cayman, Ft. Lauderdale, Princess Cays, San Juan, St. Thomas, Ft. Lauderdale
Welcome aboard Sun Princess® where the sun revolves around you! Sail on a ship packed with more amenities than you can shake a piña colada at. Relax with panoramic views from The Sphere and savor ocean vistas while dining in the Piazza. The Dom…
Inside Cabin
From $1,966 pp*
$140.45/night
Ocean View
From $3,066 pp*
$219.02/night
Balcony
From $3,201 pp*
$228.67/night
Suite
From $10,846 pp*
$774.74/night
14 Night Caribbean - Extended Cruise
Cruise LinePrincess Cruises
ShipGrand Princess
DepartsSun, Dec 21st 2025
ReturnsSun, Jan 4th 2026
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. Croix, Pointe a Pitre, Dominica, St. George's, Bridgetown, San Juan, St. Thomas, Philipsburg, St. John's, Tobago Cays + Carriacou, Bridgetown, San Juan
Experience grandeur like never before aboard Grand Princess® where every moment is designed to impress. Indulge in delicious pop-up dining at Crab Shack or sip on a glass of wine at Vines Wine Bar. Love to people-watch? The Explorers Lounge is the per…
Cruise Planners exclusive: $85 onboard credit per cabin on select categories 
Inside Cabin
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Ocean View
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Balcony
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Suite
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20 Night Caribbean - Extended Cruise
Cruise LinePrincess Cruises
ShipEnchanted Princess
DepartsSat, Dec 27th 2025
ReturnsFri, Jan 16th 2026
Nights20
Departing PortFt. Lauderdale
Ports of CallFt. Lauderdale, Princess Cays, St. Thomas, Dominica, Bridgetown, Martinique/Fort-de-France, French West Indies, St. John's, Ft. Lauderdale, Princess Cays, San Juan, Philipsburg, Basseterre, St. John's, St. Thomas, Ft. Lauderdale
Prepare to be captivated aboard Enchanted Princess® where every moment feels like pure magic. Soak your cares away in The Enclave’s hydrotherapy pool or dine in style at The Catch by Rudi and O’Malley’s Irish Pub. Embark on a seven-c…
Inside Cabin
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Ocean View
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Balcony
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Suite
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10 Night Caribbean Cruise
Cruise LinePrincess Cruises
ShipEnchanted Princess
DepartsSat, Dec 27th 2025
ReturnsTue, Jan 6th 2026
Nights10
Departing PortFt. Lauderdale
Ports of CallFt. Lauderdale, Princess Cays, St. Thomas, Dominica, Bridgetown, Martinique/Fort-de-France, French West Indies, St. John's, Ft. Lauderdale
Prepare to be captivated aboard Enchanted Princess® where every moment feels like pure magic. Soak your cares away in The Enclave’s hydrotherapy pool or dine in style at The Catch by Rudi and O’Malley’s Irish Pub. Embark on a seven-c…
Inside Cabin
From $1,738 pp*
$173.77/night
Ocean View
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Balcony
From $1,798 pp*
$179.77/night
Suite
From $2,148 pp*
$214.77/night
14 Night Caribbean Cruise
Cruise LinePrincess Cruises
ShipGrand Princess
DepartsSun, Dec 28th 2025
ReturnsSun, Jan 11th 2026
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. Thomas, Philipsburg, St. John's, Tobago Cays + Carriacou, Bridgetown, San Juan, St. Croix, Basseterre, Soufriere, St. George's, Bridgetown, San Juan
Experience grandeur like never before aboard Grand Princess® where every moment is designed to impress. Indulge in delicious pop-up dining at Crab Shack or sip on a glass of wine at Vines Wine Bar. Love to people-watch? The Explorers Lounge is the per…
Inside Cabin
From $1,942 pp*
$138.71/night
Ocean View
From $1,906 pp*
$136.13/night
Balcony
From $3,107 pp*
$221.92/night
Suite
Call for pricing
7 Night Caribbean Cruise
Cruise LinePrincess Cruises
ShipGrand Princess
DepartsSun, Dec 28th 2025
ReturnsSun, Jan 4th 2026
Nights7
Departing PortSan Juan
Ports of CallSan Juan, St. Thomas, Philipsburg, St. John's, Tobago Cays + Carriacou, Bridgetown, San Juan
Experience grandeur like never before aboard Grand Princess® where every moment is designed to impress. Indulge in delicious pop-up dining at Crab Shack or sip on a glass of wine at Vines Wine Bar. Love to people-watch? The Explorers Lounge is the per…
Inside Cabin
From $1,055 pp*
$150.71/night
Ocean View
From $1,055 pp*
$150.71/night
Balcony
From $1,255 pp*
$179.28/night
Suite
From $1,415 pp*
$202.14/night
14 Night Caribbean Cruise
Cruise LinePrincess Cruises
ShipMajestic Princess
DepartsSun, Dec 28th 2025
ReturnsSun, Jan 11th 2026
Nights14
Departing PortFt. Lauderdale
Ports of CallFt. Lauderdale, Roatan, Belize City, Cozumel, Ft. Lauderdale, Amber Cove, San Juan, Philipsburg, St. Thomas, Ft. Lauderdale
Set sail on a world-class adventure aboard Majestic Princess® where luxury meets innovation. Stroll the SeaWalk® for breathtaking ocean views or savor flavors at Crown GrillSM. Music lover? Unwind at Crooners with a cocktail from Good Spirits at S…
Inside Cabin
From $2,135 pp*
$152.51/night
Ocean View
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Balcony
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Suite
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14 Night Caribbean - Extended Cruise
Cruise LinePrincess Cruises
ShipSun Princess
DepartsSun, Dec 28th 2025
ReturnsSun, Jan 11th 2026
Nights14
Departing PortFt. Lauderdale
Ports of CallFt. Lauderdale, Princess Cays, San Juan, St. Thomas, Ft. Lauderdale, Cozumel, Roatan, Grand Cayman, Ft. Lauderdale
Welcome aboard Sun Princess® where the sun revolves around you! Sail on a ship packed with more amenities than you can shake a piña colada at. Relax with panoramic views from The Sphere and savor ocean vistas while dining in the Piazza. The Dom…
Inside Cabin
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Ocean View
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Balcony
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Suite
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Prices are per person, double occupancy, cruise only and on select sailings. Prices shown are for stateroom categories as noted and are shown in US Dollars. Pricing listed includes taxes and fees. Airfare is not included. Prices and itineraries are based on availability and are subject to change without notice.
