Princess cruises from San Juan

Ranked by what people search for and where the cruise lines send the most ships.

7-night Caribbean from San Juan

Princess · Emerald Princess

6 ports
Round trip
2 departures Jan – Mar 2028
From $1,154 pp
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Bridgetown Swim with wild green sea turtles + two shipwrecks by luxury catamaran (El Tigre)
Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

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7-night San Juan to Fort Lauderdale (Port Everglades)

Princess · Emerald Princess

5 ports
One way
Sails Mar 26, 2028
From $914 pp
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Curacao Klein Curaçao Private Day Trip: Deserted Island Escape
Port of Oranjestad Aruba: Snorkel with Turtles at WW2 Shipwreck & Sunset BBQ
Kralendijk Klein Bonaire: Bioluminescence Snorkel at the Marine Park

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7-night San Juan to Fort Lauderdale (Port Everglades)

Princess · Crown Princess

5 ports
One way
Sails Mar 28, 2027
From $619 pp
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St. Maarten Maho Beach: Legendary Extreme Plane-Spotting Experience
Port of Oranjestad Aruba: Snorkel with Turtles at WW2 Shipwreck & Sunset BBQ
Curacao Klein Curaçao Private Day Trip: Deserted Island Escape

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7-night Caribbean from San Juan

Princess · Crown Princess

6 ports
Round trip
Sails Mar 21, 2027
From $789 pp
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St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
St. Maarten Maho Beach: Legendary Extreme Plane-Spotting Experience
Antigua Adventure Antigua: Xtreme Circumnavigation of the Entire Island

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14-night Caribbean from San Juan

Princess · Crown Princess

8 ports
Round trip
Sails Feb 7, 2027
From $1,521 pp
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St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
St. Maarten Maho Beach: Legendary Extreme Plane-Spotting Experience
Antigua Adventure Antigua: Xtreme Circumnavigation of the Entire Island

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14-night Caribbean from San Juan

Princess · Emerald Princess

9 ports
Round trip
Sails Feb 13, 2028
From $1,723 pp
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St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
St. Maarten Maho Beach: Legendary Extreme Plane-Spotting Experience
Antigua Adventure Antigua: Xtreme Circumnavigation of the Entire Island

See the whole trip →

14-night Caribbean from San Juan

Princess · Emerald Princess

9 ports
Round trip
Sails Feb 20, 2028
From $1,873 pp
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Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
St. Georges Grenada Private Taxi Tour: Your Island, Your Way

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14-night Caribbean from San Juan

Princess · Emerald Princess

9 ports
Round trip
Sails Nov 21, 2027
From $1,683 pp
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St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
St. Maarten Maho Beach: Legendary Extreme Plane-Spotting Experience
Dominica Boiling Lake & Valley of Desolation: Dominica's Epic Hike

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7-night Caribbean from San Juan

Princess · Crown Princess

6 ports
Round trip
Sails Jan 31, 2027
From $579 pp
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St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
Guadeloupe La Grande Soufrière: Private Guided Summit Hike
Dominica Boiling Lake & Valley of Desolation: Dominica's Epic Hike

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14-night Caribbean from San Juan

Princess · Emerald Princess

9 ports
Round trip
Sails Dec 5, 2027
From $1,663 pp
Premium

St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
St. Maarten Maho Beach: Legendary Extreme Plane-Spotting Experience
Antigua Adventure Antigua: Xtreme Circumnavigation of the Entire Island

See the whole trip →

14-night Caribbean from San Juan

Princess · Emerald Princess

9 ports
Round trip
Sails Dec 12, 2027
From $1,603 pp
Premium

Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
Dominica Boiling Lake & Valley of Desolation: Dominica's Epic Hike

See the whole trip →

14-night Caribbean from San Juan

Princess · Crown Princess

7 ports
Round trip
Sails Jan 10, 2027
From $1,716 pp
Premium

St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
St. Maarten Maho Beach: Legendary Extreme Plane-Spotting Experience
Antigua Adventure Antigua: Xtreme Circumnavigation of the Entire Island

See the whole trip →

14-night Caribbean from San Juan

Princess · Crown Princess

7 ports
Round trip
Sails Jan 17, 2027
From $1,726 pp
Premium

St. Maarten Maho Beach: Legendary Extreme Plane-Spotting Experience
St. Georges Grenada Private Taxi Tour: Your Island, Your Way
St. Lucia Gros Piton Summit Hike: Conquer St. Lucia's Iconic Peak

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14-night Caribbean from San Juan

Princess · Crown Princess

9 ports
Round trip
Sails Dec 27, 2026
From $3,046 pp
Premium

St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
St. Maarten Maho Beach: Legendary Extreme Plane-Spotting Experience
Antigua Adventure Antigua: Xtreme Circumnavigation of the Entire Island

See the whole trip →

14-night Caribbean from San Juan

Princess · Crown Princess

9 ports
Round trip
Sails Jan 3, 2027
From $1,876 pp
Premium

St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
Dominica Boiling Lake & Valley of Desolation: Dominica's Epic Hike

See the whole trip →

14-night Caribbean from San Juan

Princess · Crown Princess

9 ports
Round trip
Sails Feb 14, 2027
From $1,561 pp
Premium

St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
Dominica Boiling Lake & Valley of Desolation: Dominica's Epic Hike

See the whole trip →

14-night Caribbean from San Juan

Princess · Crown Princess

9 ports
Round trip
Sails Mar 7, 2027
From $1,711 pp
Premium

St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
St. Maarten Maho Beach: Legendary Extreme Plane-Spotting Experience
Antigua Adventure Antigua: Xtreme Circumnavigation of the Entire Island

See the whole trip →

14-night Caribbean from San Juan

Princess · Crown Princess

9 ports
Round trip
Sails Mar 14, 2027
From $1,731 pp
Premium

St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
Dominica Boiling Lake & Valley of Desolation: Dominica's Epic Hike

See the whole trip →

14-night Caribbean from San Juan

Princess · Emerald Princess

9 ports
Round trip
Sails Jan 16, 2028
From $1,493 pp
Premium

St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
St. Maarten Maho Beach: Legendary Extreme Plane-Spotting Experience
Antigua Adventure Antigua: Xtreme Circumnavigation of the Entire Island

See the whole trip →

14-night Caribbean from San Juan

Princess · Emerald Princess

9 ports
Round trip
Sails Jan 23, 2028
From $1,493 pp
Premium

St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
Dominica Boiling Lake & Valley of Desolation: Dominica's Epic Hike

See the whole trip →

14-night Caribbean from San Juan

Princess · Emerald Princess

10 ports
Round trip
Sails Nov 28, 2027
From $1,683 pp
Premium

Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
Dominica Boiling Lake & Valley of Desolation: Dominica's Epic Hike

See the whole trip →

14-night Caribbean from San Juan

Princess · Emerald Princess

10 ports
Round trip
Sails Dec 19, 2027
From $1,798 pp
Premium

St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
St. Maarten Maho Beach: Legendary Extreme Plane-Spotting Experience
Antigua Adventure Antigua: Xtreme Circumnavigation of the Entire Island

See the whole trip →

14-night Caribbean from San Juan

Princess · Emerald Princess

10 ports
Round trip
Sails Dec 26, 2027
From $1,798 pp
Premium

Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
Dominica Boiling Lake & Valley of Desolation: Dominica's Epic Hike

See the whole trip →

14-night Caribbean from San Juan

Princess · Emerald Princess

10 ports
Round trip
Sails Jan 2, 2028
From $1,553 pp
Premium

St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
St. Maarten Maho Beach: Legendary Extreme Plane-Spotting Experience
Antigua Adventure Antigua: Xtreme Circumnavigation of the Entire Island

See the whole trip →

14-night Caribbean from San Juan

Princess · Emerald Princess

10 ports
Round trip
Sails Jan 9, 2028
From $1,553 pp
Premium

Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
Dominica Boiling Lake & Valley of Desolation: Dominica's Epic Hike

See the whole trip →

14-night Caribbean from San Juan

Princess · Emerald Princess

10 ports
Round trip
Sails Jan 30, 2028
From $1,553 pp
Premium

St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
St. Maarten Maho Beach: Legendary Extreme Plane-Spotting Experience
Antigua Adventure Antigua: Xtreme Circumnavigation of the Entire Island

See the whole trip →

14-night Caribbean from San Juan

Princess · Emerald Princess

10 ports
Round trip
Sails Feb 6, 2028
From $1,553 pp
Premium

Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
Dominica Boiling Lake & Valley of Desolation: Dominica's Epic Hike

See the whole trip →

14-night Caribbean from San Juan

Princess · Emerald Princess

10 ports
Round trip
Sails Feb 27, 2028
From $2,013 pp
Premium

St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
St. Maarten Maho Beach: Legendary Extreme Plane-Spotting Experience
Antigua Adventure Antigua: Xtreme Circumnavigation of the Entire Island

See the whole trip →

14-night Caribbean from San Juan

Princess · Emerald Princess

10 ports
Round trip
Sails Mar 5, 2028
From $2,113 pp
Premium

Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
Dominica Boiling Lake & Valley of Desolation: Dominica's Epic Hike

See the whole trip →

14-night Caribbean from San Juan

Princess · Emerald Princess

10 ports
Round trip
Sails Mar 12, 2028
From $2,153 pp
Premium

St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
St. Maarten Maho Beach: Legendary Extreme Plane-Spotting Experience
Antigua Adventure Antigua: Xtreme Circumnavigation of the Entire Island

See the whole trip →

14-night Caribbean from San Juan

Princess · Crown Princess

8 ports
Round trip
Sails Feb 21, 2027
From $1,327 pp
Premium

St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
St. Maarten Maho Beach: Legendary Extreme Plane-Spotting Experience
Antigua Adventure Antigua: Xtreme Circumnavigation of the Entire Island

See the whole trip →

14-night Caribbean from San Juan

Princess · Crown Princess

8 ports
Round trip
Sails Feb 28, 2027
From $1,297 pp
Premium

St. Maarten Maho Beach: Legendary Extreme Plane-Spotting Experience
Dominica Boiling Lake & Valley of Desolation: Dominica's Epic Hike
St. Georges Grenada Private Taxi Tour: Your Island, Your Way

See the whole trip →

14-night Caribbean from San Juan

Princess · Crown Princess

9 ports
Round trip
Sails Jan 24, 2027
From $1,217 pp
Premium

St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
St. Maarten Maho Beach: Legendary Extreme Plane-Spotting Experience
Antigua Adventure Antigua: Xtreme Circumnavigation of the Entire Island

See the whole trip →

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