⚓ Cruises

Cruises from San Juan

397 itineraries with a bookable sailing ahead, 408 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 › Cruises from San Juan

Destination

Caribbean375 Mediterranean13 Bahamas7 Panama Canal1 Northern Europe1

Cruise line

Royal Caribbean122 Norwegian56 Princess33 Disney9 Celebrity30 Viking Ocean30 Oceania1 Silversea18 Virgin44 Windstar15 Regent1 Azamara9 Explora Journeys29

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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 · Grandeur of the Seas

6 ports
Round trip
Sails Oct 23, 2027
From $663 pp
Contemporary

Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing
St. John's Private Half-Day Island Adventure & Trunk Bay Beach

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7-night Caribbean from San Juan

Royal Caribbean · Grandeur of the Seas

6 ports
Round trip
Sails Nov 6, 2027
From $686 pp
Contemporary

Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing
St. John's Private Half-Day Island Adventure & Trunk Bay Beach

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7-night Caribbean from San Juan

Royal Caribbean · Grandeur of the Seas

6 ports
Round trip
Sails Nov 20, 2027
From $889 pp
Contemporary

Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing
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 Oct 17, 2026
From $709 pp
Contemporary

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
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 14, 2026
From $549 pp
Contemporary

Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing
St. John's Private Half-Day Island Adventure & Trunk Bay Beach
Roseau Boiling Lake Hike: Dominica's Ultimate Volcanic Pilgrimage

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8-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

7 ports
Round trip
Sails Dec 19, 2027
From $1,127 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 Nov 27, 2027
From $710 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

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6-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

4 ports
Round trip
Sails Jan 3, 2028
From $679 pp
Contemporary

Kralendijk Klein Bonaire: Bioluminescence Snorkel at the Marine Park
Willemstad Private Full-Day Curaçao Island Tour with Local Expert
Port of Oranjestad Aruba: Snorkel with Turtles at WW2 Shipwreck & Sunset BBQ

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7-night Caribbean from San Juan

Royal Caribbean · Grandeur of the Seas

6 ports
Round trip
Sails May 1, 2027
From $590 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 · Grandeur of the Seas

6 ports
Round trip
Sails May 15, 2027
From $614 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 · Grandeur of the Seas

6 ports
Round trip
Sails May 29, 2027
From $727 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 · Grandeur of the Seas

6 ports
Round trip
Sails Jun 12, 2027
From $856 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 · Grandeur of the Seas

6 ports
Round trip
Sails Jun 26, 2027
From $896 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 · Grandeur of the Seas

6 ports
Round trip
Sails Jul 10, 2027
From $1,139 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 · Grandeur of the Seas

6 ports
Round trip
Sails Jul 24, 2027
From $1,069 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 · Grandeur of the Seas

6 ports
Round trip
Sails Aug 7, 2027
From $829 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 · Grandeur of the Seas

6 ports
Round trip
Sails Aug 21, 2027
From $696 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 · Grandeur of the Seas

6 ports
Round trip
Sails Sep 4, 2027
From $656 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 · Grandeur of the Seas

6 ports
Round trip
Sails Sep 18, 2027
From $650 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 · Grandeur of the Seas

6 ports
Round trip
Sails Oct 2, 2027
From $704 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 · Grandeur of the Seas

6 ports
Round trip
Sails Oct 16, 2027
From $732 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 · Grandeur of the Seas

6 ports
Round trip
Sails Oct 30, 2027
From $738 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 · Grandeur of the Seas

6 ports
Round trip
Sails Nov 13, 2027
From $676 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 11, 2027
From $730 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 22, 2028
From $768 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 5, 2028
From $767 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 19, 2028
From $867 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 Mar 4, 2028
From $787 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 Mar 18, 2028
From $787 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 Apr 1, 2028
From $817 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 Apr 15, 2028
From $910 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 →

9-night Caribbean from San Juan

Royal Caribbean · Vision of the Seas

7 ports
Round trip
Sails Oct 29, 2027
From $832 pp
Contemporary

Port of Oranjestad Aruba: Snorkel with Turtles at WW2 Shipwreck & Sunset BBQ
Willemstad Private Full-Day Curaçao Island Tour with Local Expert
Bridgetown Swim with wild green sea turtles + two shipwrecks by luxury catamaran (El Tigre)

See the whole trip →