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
From $1,596 pp*
$114.02/night
Ocean View
From $1,756 pp*
$125.45/night
Balcony
From $2,111 pp*
$150.81/night
Suite
From $3,086 pp*
$220.45/night
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 $724 pp*
$103.44/night
Ocean View
From $784 pp*
$112.01/night
Balcony
From $1,139 pp*
$162.73/night
Suite
From $1,334 pp*
$190.58/night
14 Night Caribbean 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
From $1,261 pp*
$90.07/night
Ocean View
From $1,411 pp*
$100.78/night
Balcony
Call for pricing
Suite
Call for pricing
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
From $1,774 pp*
$126.74/night
Ocean View
From $1,874 pp*
$133.88/night
Balcony
From $2,369 pp*
$169.24/night
Suite
From $3,224 pp*
$230.31/night
14 Night Caribbean 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
From $1,561 pp*
$111.47/night
Ocean View
Call for pricing
Balcony
From $1,916 pp*
$136.82/night
Suite
From $2,541 pp*
$181.47/night
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 $1,044 pp*
$130.45/night
Ocean View
From $1,104 pp*
$137.95/night
Balcony
From $1,079 pp*
$134.83/night
Suite
From $1,574 pp*
$196.70/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 $1,756 pp*
$125.45/night
Ocean View
From $2,177 pp*
$155.52/night
Balcony
From $2,591 pp*
$185.10/night
Suite
From $4,676 pp*
$334.02/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 $860 pp*
$122.81/night
Ocean View
From $960 pp*
$137.09/night
Balcony
From $1,175 pp*
$167.81/night
Suite
From $1,480 pp*
$211.38/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 $647 pp*
$92.41/night
Ocean View
From $677 pp*
$96.69/night
Balcony
From $1,162 pp*
$165.98/night
Suite
From $1,327 pp*
$189.55/night
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, 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
From $1,074 pp*
$134.25/night
Ocean View
Call for pricing
Balcony
From $1,355 pp*
$169.37/night
Suite
From $1,764 pp*
$220.50/night
14 Night Caribbean 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 $2,293 pp*
$163.77/night
Ocean View
Call for pricing
Balcony
From $2,727 pp*
$194.77/night
Suite
From $3,974 pp*
$283.84/night
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 $2,526 pp*
$180.45/night
Ocean View
From $3,137 pp*
$224.10/night
Balcony
From $3,801 pp*
$271.52/night
Suite
From $5,646 pp*
$403.31/night
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 $1,237 pp*
$176.78/night
Ocean View
From $1,237 pp*
$176.78/night
Balcony
From $1,242 pp*
$177.49/night
Suite
From $1,887 pp*
$269.64/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
From $3,123 pp*
$223.10/night
Ocean View
From $3,223 pp*
$230.25/night
Balcony
Call for pricing
Suite
Call for pricing
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 $2,468 pp*
$176.26/night
Ocean View
Call for pricing
Balcony
From $3,173 pp*
$226.62/night
Suite
From $3,668 pp*
$261.98/night
20 Night Caribbean 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 $3,759 pp*
$187.94/night
Ocean View
Call for pricing
Balcony
From $4,163 pp*
$208.14/night
Suite
From $5,785 pp*
$289.24/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 $2,799 pp*
$199.92/night
Ocean View
From $3,049 pp*
$217.78/night
Balcony
From $3,724 pp*
$265.99/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
Call for pricing
Ocean View
Call for pricing
Balcony
From $2,051 pp*
$292.99/night
Suite
From $2,076 pp*
$296.56/night
14 Night Caribbean - Extended Cruise
Cruise LinePrincess Cruises
ShipMajestic Princess
DepartsSun, Dec 28th 2025
ReturnsSun, Jan 11th 2026
Nights14
Departing PortFt. Lauderdale
Ports of CallFt. Lauderdale, Costa Maya, 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 $2,147 pp*
$153.36/night
Ocean View
Call for pricing
Balcony
From $2,912 pp*
$208.01/night
Suite
From $3,517 pp*
$251.22/night
8 Night Caribbean Cruise
Cruise LinePrincess Cruises
ShipSky Princess
DepartsSun, Dec 28th 2025
ReturnsMon, Jan 5th 2026
Nights8
Departing PortPort Canaveral
Ports of CallPort 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 $1,302 pp*
$162.81/night
Ocean View
Call for pricing
Balcony
From $1,660 pp*
$207.56/night
Suite
From $1,862 pp*
$232.81/night
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.
