⚓ Cruises

Caribbean cruises from San Juan

375 itineraries with a bookable sailing ahead, 385 sailings, most popular first. Each card: how long, how many ports, when, from what price — and the bucket-list thing to do at every stop.

All cruises › Caribbean cruises from San Juan

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

7-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

5 ports
Round trip
Sails Apr 9, 2028
From $849 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
Kralendijk Klein Bonaire: Bioluminescence Snorkel at the Marine Park
Willemstad Private Full-Day Curaçao Island Tour with Local Expert

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

5 ports
Round trip
Sails Apr 16, 2028
From $822 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
Willemstad Private Full-Day Curaçao Island Tour with Local Expert
Kralendijk Klein Bonaire: Bioluminescence Snorkel at the Marine Park

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Rhapsody of the Seas

6 ports
Round trip
Sails Oct 3, 2026
From $583 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
St. Croix Buck Island Reef: Private Catamaran Sail & Snorkel
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Rhapsody of the Seas

6 ports
Round trip
Sails Oct 31, 2026
From $579 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
St. Croix Buck Island Reef: Private Catamaran Sail & Snorkel
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Rhapsody of the Seas

6 ports
Round trip
Sails Nov 7, 2026
From $596 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
St. Croix Buck Island Reef: Private Catamaran Sail & Snorkel
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

6 ports
Round trip
Sails Nov 8, 2026
From $549 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
St. Croix Buck Island Reef: Private Catamaran Sail & Snorkel
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Rhapsody of the Seas

6 ports
Round trip
Sails Nov 21, 2026
From $749 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
St. Croix Buck Island Reef: Private Catamaran Sail & Snorkel
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

6 ports
Round trip
Sails Nov 29, 2026
From $542 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
St. Croix Buck Island Reef: Private Catamaran Sail & Snorkel
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Rhapsody of the Seas

6 ports
Round trip
Sails Dec 5, 2026
From $540 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
St. Croix Buck Island Reef: Private Catamaran Sail & Snorkel
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

6 ports
Round trip
Sails Dec 13, 2026
From $613 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
St. Croix Buck Island Reef: Private Catamaran Sail & Snorkel
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Rhapsody of the Seas

6 ports
Round trip
Sails Dec 19, 2026
From $758 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
St. Croix Buck Island Reef: Private Catamaran Sail & Snorkel
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

6 ports
Round trip
Sails Dec 27, 2026
From $1,511 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
St. Croix Buck Island Reef: Private Catamaran Sail & Snorkel
St. John's Private Half-Day Island Adventure & Trunk Bay Beach

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Rhapsody of the Seas

6 ports
Round trip
Sails Jan 2, 2027
From $608 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
St. Croix Buck Island Reef: Private Catamaran Sail & Snorkel
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

6 ports
Round trip
Sails Jan 10, 2027
From $582 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
St. Croix Buck Island Reef: Private Catamaran Sail & Snorkel
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Rhapsody of the Seas

6 ports
Round trip
Sails Jan 16, 2027
From $532 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
St. Croix Buck Island Reef: Private Catamaran Sail & Snorkel
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

6 ports
Round trip
Sails Jan 24, 2027
From $553 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
St. Croix Buck Island Reef: Private Catamaran Sail & Snorkel
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Rhapsody of the Seas

6 ports
Round trip
Sails Jan 30, 2027
From $508 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing
St. Croix Buck Island Reef: Private Catamaran Sail & Snorkel

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

6 ports
Round trip
Sails Feb 7, 2027
From $566 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
St. Croix Buck Island Reef: Private Catamaran Sail & Snorkel
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

6 ports
Round trip
Sails Feb 21, 2027
From $533 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
St. Croix Buck Island Reef: Private Catamaran Sail & Snorkel
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Rhapsody of the Seas

6 ports
Round trip
Sails Feb 27, 2027
From $521 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
St. Croix Buck Island Reef: Private Catamaran Sail & Snorkel
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

6 ports
Round trip
Sails Mar 7, 2027
From $586 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
St. Croix Buck Island Reef: Private Catamaran Sail & Snorkel
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

6 ports
Round trip
Sails Mar 21, 2027
From $800 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
St. Croix Buck Island Reef: Private Catamaran Sail & Snorkel
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Rhapsody of the Seas

6 ports
Round trip
Sails Jan 15, 2028
From $757 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
Roseau Boiling Lake Hike: Dominica's Ultimate Volcanic Pilgrimage
St. John's Private Half-Day Island Adventure & Trunk Bay Beach

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

6 ports
Round trip
Sails Jan 16, 2028
From $718 pp
Contemporary

Bridgetown Swim with wild green sea turtles + two shipwrecks by luxury catamaran (El Tigre)
St. Georges Grenada Private Taxi Tour: Your Island, Your Way
Castries Cosol Tours: All-Island Private Safari with 7 Stops

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

6 ports
Round trip
Sails Feb 27, 2028
From $682 pp
Contemporary

Bridgetown Swim with wild green sea turtles + two shipwrecks by luxury catamaran (El Tigre)
St. Georges Grenada Private Taxi Tour: Your Island, Your Way
Castries Cosol Tours: All-Island Private Safari with 7 Stops

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

6 ports
Round trip
Sails Mar 26, 2028
From $742 pp
Contemporary

Bridgetown Swim with wild green sea turtles + two shipwrecks by luxury catamaran (El Tigre)
St. Georges Grenada Private Taxi Tour: Your Island, Your Way
Castries Cosol Tours: All-Island Private Safari with 7 Stops

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

6 ports
Round trip
Sails Mar 5, 2028
From $734 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
St. John's Private Half-Day Island Adventure & Trunk Bay Beach
Roseau Boiling Lake Hike: Dominica's Ultimate Volcanic Pilgrimage

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

6 ports
Round trip
Sails Jan 17, 2027
From $624 pp
Contemporary

Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
St. John's Private Half-Day Island Adventure & Trunk Bay Beach
Fort-de-France Mount Pelée & Saint-Pierre: Volcano, Ghost Town & Dark History

See the whole trip →

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

Celebrity · Celebrity Summit

3 ports
One way
Sails Jan 2, 2028
From $406 pp
Premium

San Juan Walk El Morro & Old San Juan's City Walls
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing
Fort Lauderdale (Port Everglades) Everglades Airboat Skim + Gator Boys Live Show

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

6 ports
Round trip
Sails Dec 5, 2027
From $636 pp
Contemporary

Bridgetown Swim with wild green sea turtles + two shipwrecks by luxury catamaran (El Tigre)
St. Georges Grenada Private Taxi Tour: Your Island, Your Way
Roseau Boiling Lake Hike: Dominica's Ultimate Volcanic Pilgrimage

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

6 ports
Round trip
Sails Nov 21, 2027
From $834 pp
Contemporary

Bridgetown Swim with wild green sea turtles + two shipwrecks by luxury catamaran (El Tigre)
St. Georges Grenada Private Taxi Tour: Your Island, Your Way
Port of Kingstown La Soufrière Volcano Summit Hike: St. Vincent's Crown

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

6 ports
Round trip
Sails Jan 30, 2028
From $688 pp
Contemporary

Bridgetown Swim with wild green sea turtles + two shipwrecks by luxury catamaran (El Tigre)
St. Georges Grenada Private Taxi Tour: Your Island, Your Way
Port of Kingstown La Soufrière Volcano Summit Hike: St. Vincent's Crown

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

6 ports
Round trip
Sails Apr 2, 2028
From $803 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
St. John's Private Half-Day Island Adventure & Trunk Bay Beach
Port of Kingstown La Soufrière Volcano Summit Hike: St. Vincent's Crown

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

6 ports
Round trip
Sails Jan 3, 2027
From $594 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
St. John's Private Half-Day Island Adventure & Trunk Bay Beach
Roseau Boiling Lake Hike: Dominica's Ultimate Volcanic Pilgrimage

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Rhapsody of the Seas

6 ports
Round trip
Sails Feb 13, 2027
From $494 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
St. Croix Buck Island Reef: Private Catamaran Sail & Snorkel
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

6 ports
Round trip
Sails Feb 6, 2028
From $678 pp
Contemporary

Bridgetown Swim with wild green sea turtles + two shipwrecks by luxury catamaran (El Tigre)
Roseau Boiling Lake Hike: Dominica's Ultimate Volcanic Pilgrimage
Port of Kingstown La Soufrière Volcano Summit Hike: St. Vincent's Crown

See the whole trip →

7-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

6 ports
Round trip
Sails Feb 13, 2028
From $668 pp
Contemporary

Roseau Boiling Lake Hike: Dominica's Ultimate Volcanic Pilgrimage
Bridgetown Swim with wild green sea turtles + two shipwrecks by luxury catamaran (El Tigre)
Port of Kingstown La Soufrière Volcano Summit Hike: St. Vincent's Crown

See the whole trip →