14 Night Caribbean Cruise
Cruise LinePrincess Cruises
ShipGrand Princess
DepartsSun, Jan 4th 2026
ReturnsSun, Jan 18th 2026
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. Croix, Basseterre, Soufriere, 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
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Ocean View
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Balcony
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Suite
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7 Night Caribbean Cruise
Cruise LinePrincess Cruises
ShipGrand Princess
DepartsSun, Jan 4th 2026
ReturnsSun, Jan 11th 2026
Nights7
Departing PortSan Juan
Ports of CallSan 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
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
7 Night Caribbean Cruise
Cruise LinePrincess Cruises
ShipGrand Princess
DepartsSun, Jan 11th 2026
ReturnsSun, Jan 18th 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 $673 pp*
$96.14/night
Ocean View
From $763 pp*
$108.99/night
Balcony
From $845 pp*
$120.71/night
Suite
From $1,055 pp*
$150.71/night
14 Night Caribbean - Extended Cruise
Cruise LinePrincess Cruises
ShipGrand Princess
DepartsSun, Jan 11th 2026
ReturnsSun, Jan 25th 2026
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. Thomas, Philipsburg, St. John's, 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 $1,271 pp*
$90.77/night
Ocean View
From $1,487 pp*
$106.20/night
Balcony
From $2,018 pp*
$144.13/night
Suite
Call for pricing
14 Night Caribbean Cruise
Cruise LinePrincess Cruises
ShipGrand Princess
DepartsSun, Jan 18th 2026
ReturnsSun, Feb 1st 2026
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. Thomas, Philipsburg, St. John's, Dominica, Bridgetown, San Juan, St. Thomas, Philipsburg, St. John's, Pointe a Pitre, 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
7 Night Caribbean Cruise
Cruise LinePrincess Cruises
ShipGrand Princess
DepartsSun, Jan 18th 2026
ReturnsSun, Jan 25th 2026
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 $656 pp*
$93.69/night
Ocean View
From $764 pp*
$109.12/night
Balcony
From $952 pp*
$135.98/night
Suite
From $1,272 pp*
$181.69/night
14 Night Caribbean - Extended Cruise
Cruise LinePrincess Cruises
ShipGrand Princess
DepartsSun, Jan 25th 2026
ReturnsSun, Feb 8th 2026
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. Thomas, Philipsburg, St. John's, Pointe a Pitre, Bridgetown, San Juan, Tortola, Basseterre, 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
7 Night Caribbean Cruise
Cruise LinePrincess Cruises
ShipGrand Princess
DepartsSun, Jan 25th 2026
ReturnsSun, Feb 1st 2026
Nights7
Departing PortSan Juan
Ports of CallSan Juan, St. Thomas, Philipsburg, St. John's, Pointe a Pitre, 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 $553 pp*
$79.06/night
Ocean View
From $753 pp*
$107.63/night
Balcony
From $953 pp*
$136.20/night
Suite
From $1,153 pp*
$164.77/night
20 Night Caribbean - Extended Cruise
Cruise LinePrincess Cruises
ShipEnchanted Princess
DepartsMon, Jan 26th 2026
ReturnsSun, Feb 15th 2026
Nights20
Departing PortFt. Lauderdale
Ports of CallFt. Lauderdale, Princess Cays, San Juan, Philipsburg, Basseterre, St. John's, St. Thomas, 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
From $3,370 pp*
$168.49/night
Ocean View
Call for pricing
Balcony
From $4,720 pp*
$235.99/night
Suite
From $5,931 pp*
$296.54/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.
