20 Night Caribbean Cruise

Cruise LinePrincess Cruises

ShipSapphire Princess

DepartsTue, Dec 2nd 2025

ReturnsMon, Dec 22nd 2025

Nights20

Departing PortFt. Lauderdale

Ports of CallFt. Lauderdale, Princess Cays, San Juan, St Maarten, St. John's, Charlestown, St. Thomas, Ft. Lauderdale, Princess Cays, St. Thomas, Dominica, Soufriere, Martinique/Fort-de-France, French West Indies, St. John's, Ft. Lauderdale

Set sail on Sapphire Princess® and let your wildest cruise dreams come true. With over 700 balconies, the world is your oyster — just waiting to be savored with a glass of bubbly. Feeling lucky? Hit the casino or dance the night away at Skywalke…

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

ShipSapphire Princess

DepartsTue, Dec 2nd 2025

ReturnsFri, Dec 12th 2025

Nights10

Departing PortFt. Lauderdale

Ports of CallFt. Lauderdale, Princess Cays, San Juan, St Maarten, St. John's, Charlestown, St. Thomas, Ft. Lauderdale

Set sail on Sapphire Princess® and let your wildest cruise dreams come true. With over 700 balconies, the world is your oyster — just waiting to be savored with a glass of bubbly. Feeling lucky? Hit the casino or dance the night away at Skywalke…

Inside Cabin

Call for pricing

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 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

From $3,744 pp*

$267.45/night

Suite

From $2,306 pp*

$164.74/night

* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

7 Night Caribbean Cruise

Cruise LinePrincess Cruises

ShipGrand Princess

DepartsSun, Dec 7th 2025

ReturnsSun, Dec 14th 2025

Nights7

Departing PortSan Juan

Ports of CallSan Juan, St. Croix, Basseterre, Soufriere, 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 $754 pp*

$107.73/night

Ocean View

From $739 pp*

$105.58/night

Balcony

From $1,009 pp*

$144.16/night

Suite

From $1,059 pp*

$151.30/night

* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

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…

Inside Cabin

Call for pricing

Ocean View

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

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

Call for pricing

Ocean View

Call for pricing

Balcony

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Suite

Call for pricing

Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

14 Night Caribbean - Extended Cruise

Cruise LinePrincess Cruises

ShipMajestic Princess

DepartsSun, Dec 14th 2025

ReturnsSun, Dec 28th 2025

Nights14

Departing PortFt. Lauderdale

Ports of CallFt. Lauderdale, Costa Maya, Roatan, Cozumel, Ft. Lauderdale, Amber Cove, San Juan, Philipsburg, Basseterre, 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

Call for pricing

Ocean View

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Balcony

Call for pricing

Suite

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Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

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 $904 pp*

$112.95/night

Ocean View

Call for pricing

Balcony

From $949 pp*

$118.58/night

Suite

From $1,309 pp*

$163.58/night

* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

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 $1,444 pp*

$103.17/night

Ocean View

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Balcony

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Suite

From $5,890 pp*

$420.74/night

* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

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 $615 pp*

$87.81/night

Ocean View

From $715 pp*

$102.09/night

Balcony

From $865 pp*

$123.52/night

Suite

From $1,235 pp*

$176.38/night

* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

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 $756 pp*

$107.98/night

Suite

From $846 pp*

$120.84/night

* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

14 Night Caribbean - Extended Cruise

Cruise LinePrincess Cruises

ShipMajestic Princess

DepartsSat, Dec 20th 2025

ReturnsSat, Jan 3rd 2026

Nights14

Departing PortFt. Lauderdale

Ports of CallFt. Lauderdale, Amber Cove, San Juan, Philipsburg, Basseterre, Ft. Lauderdale, Costa Maya, Belize City, Cozumel, 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 $2,334 pp*

$166.70/night

Ocean View

Call for pricing

Balcony

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Suite

Call for pricing

* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

8 Night Caribbean Cruise

Cruise LinePrincess Cruises

ShipMajestic Princess

DepartsSat, Dec 20th 2025

ReturnsSun, Dec 28th 2025

Nights8

Departing PortFt. Lauderdale

Ports of CallFt. Lauderdale, Amber Cove, San Juan, St. John's, Philipsburg, 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 $1,023 pp*

$127.87/night

Ocean View

Call for pricing

Balcony

From $1,070 pp*

$133.75/night

Suite

From $1,409 pp*

$176.12/night

* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

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 $2,007 pp*

$143.38/night

Ocean View

From $3,088 pp*

$220.60/night

Balcony

From $3,464 pp*

$247.45/night

Suite

From $11,146 pp*

$796.17/night

* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

7 Night Caribbean Cruise

Cruise LinePrincess Cruises

ShipGrand Princess

DepartsSun, Dec 21st 2025

ReturnsSun, Dec 28th 2025

Nights7

Departing PortSan Juan

Ports of CallSan 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

From $609 pp*

$87.06/night

Ocean View

From $603 pp*

$86.21/night

Balcony

From $864 pp*

$123.49/night

Suite

From $1,062 pp*

$151.78/night

* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

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…

Inside Cabin

Call for pricing

Ocean View

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

14 Night Caribbean - Extended Cruise

Cruise LinePrincess Cruises

ShipSky Princess

DepartsMon, Dec 22nd 2025

ReturnsMon, Jan 5th 2026

Nights14

Departing PortPort Canaveral

Ports of CallPort Canaveral, Nassau, Amber Cove, Grand Turk, Port Canaveral, Grand Turk, San Juan, Amber Cove, Nassau, 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 $2,416 pp*

$172.55/night

Ocean View

Call for pricing

Balcony

From $2,666 pp*

$190.41/night

Suite

From $4,268 pp*

$304.83/night

* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

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

From $3,389 pp*

$169.44/night

Ocean View

Call for pricing

Balcony

From $3,850 pp*

$192.49/night

Suite

From $4,959 pp*

$247.94/night

* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

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 $2,369 pp*

$169.21/night

Balcony

From $3,914 pp*

$279.56/night

Suite

Call for pricing

* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

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 $2,266 pp*

$323.71/night

* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.