Cruise Search | Caribbean Breeze Travel

Phyllis' Holiday Pick
Best time of the year to cruise! I love spending the holidays cruising with my family! The ships are beautifully decorated, and ringing in New Year’s Eve at sea is an experience I’ll never forget!

Norwegian Prima

Norwegian Cruise Line

Mar 28, 2027 - Apr 4, 2027 (7 Nights)

San Juan, Puerto Rico • Tortola • St. Thomas • St. Lucia • Oranjestad, Aruba • San Juan, Puerto Rico

Average Starting Price

Dec 5, 2027 - Dec 19, 2027 (14 Nights)

San Juan, Puerto Rico • Virgin Gorda, British Virgin Islands • St John's, Antigua • St. Pierre • Port Elizabeth (Bequia), Saint Vincent and the Grenadines • Grenada • Scarborough (Tobago), Trinidad and Tobago • Bridgetown, Barbados • Castries, St. Lucia • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Charlestown, Nevis • Philipsburg, St. Maarten • Tortola • San Juan, Puerto Rico

Average Starting Price

Mar 12, 2028 - Mar 19, 2028 (7 Nights)

San Juan, Puerto Rico • Tortola • Gustavia, St. Barts • Fredrikstad (for Oslo), Norway • Ocean Cay • Miami

Average Starting Price

May 22, 2027 - May 29, 2027 (7 Nights)

Port Canaveral (Orlando), Florida • Tortola • St. Thomas • Disney Castaway Cay, Bahamas • Port Canaveral (Orlando), Florida

Average Starting Price

40% OFF

Dec 10, 2026 - Dec 22, 2026 (12 Nights)

Miami • St. Thomas • Gustavia, St. Barts • St John's, Antigua • Fort-De-France, Martinique • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • Tortola • Miami

Average Starting Price

Jan 5, 2028 - Mar 10, 2028 (65 Nights)

Miami • George Town, Cayman Islands • Ocho Rios, Jamaica • Santa Marta, Colombia • Cartagena, Colombia • Colon, Panama • Panama Canal, Panama • Manta, Ecuador • Salaverry (Trujillo), Peru • Lima, Peru • Lima, Peru • General San Martin, Peru • Arica, Chile • Antofagasta, Chile • Valparaíso, Chile • Puerto Montt, Chile • Castro, Chile • Chacabuco, Chile • Cruising the Chilean Fjords • Cruising the Chilean Fjords • Punta Arenas, Chile • Ushuaia, Argentina • Cruising the Antarctic Peninsula • Cruising the Antarctic Peninsula • Port Stanley, Falkland Islands • Puerto Madryn, Argentina • Buenos Aires, Argentina • Punta del Este, Uruguay • Rio de Janeiro, Brazil • Maceio, Brazil • Cruising the Amazon River • Santarem, Brazil • Boca da Valeria (Amazon River), Brazil • Manaus, Brazil • Parintins, Brazil • Alter Do Chao, Brazil • Bridgetown, Barbados • Pointe-à-Pitre, Guadeloupe • Tortola • Miami

Average Starting Price

$25,399pp

Jim's Onboard Credit

Norwegian Luna

Norwegian Cruise Line

Dec 5, 2027 - Dec 12, 2027 (7 Nights)

Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami

Average Starting Price

$899pp

Jim's Onboard Credit

Norwegian Pearl

Norwegian Cruise Line

Mar 7, 2028 - Mar 17, 2028 (10 Nights)

Philadelphia • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Thomas • Tortola • Philadelphia

Average Starting Price

Feb 19, 2028 - Mar 1, 2028 (11 Nights)

Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • St John's, Antigua • Philipsburg, St. Maarten • Tortola • Miami

Average Starting Price

$5,299pp

Jim's Onboard Credit

27% OFF

Seven Seas Grandeur

Regent Seven Seas Cruises

Feb 17, 2029 - Feb 26, 2029 (9 Nights)

Miami • St. Thomas • Gustavia, St. Barts • St John's, Antigua • Tortola • Miami

Average Starting Price

$6,599pp

Jim's Onboard Credit

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