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!

Azamara Quest

Azamara

Oct 28, 2027 - Nov 21, 2027 (24 Nights)

New York, New York • Hamilton, Bermuda • Hamilton, Bermuda • Hamilton, Bermuda • Philipsburg, St. Maarten • Tortola • San Juan, Puerto Rico • Virgin Gorda, British Virgin Islands • St. Thomas • 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

$6,129pp

Jim's Onboard Credit

29% OFF

Seven Seas Prestige

Regent Seven Seas Cruises

Mar 20, 2027 - Mar 30, 2027 (10 Nights)

Miami • St. Thomas • Roseau, Dominica • Bridgetown, Barbados • Castries, St. Lucia • Fort-De-France, Martinique • St John's, Antigua • Tortola • San Juan, Puerto Rico

Average Starting Price

Sep 25, 2027 - Oct 2, 2027 (7 Nights)

San Juan, Puerto Rico • Tortola • Philipsburg, St. Maarten • St John's, Antigua • Basseterre, St. Kitts and Nevis • St. Croix • San Juan, Puerto Rico

Average Starting Price

Jan 6, 2028 - Feb 19, 2028 (44 Nights)

Los Angeles • Ensenada • Cabo San Lucas • Acapulco, Mexico • Puerto Quetzal, Guatemala • Puntarenas, Costa Rica • Panama Canal, Panama • Cartagena, Colombia • George Town, Cayman Islands • Miami • Philipsburg, St. Maarten • Fort-De-France, Martinique • Castries, St. Lucia • Grenada • Oranjestad, Aruba • Miami • San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • Pointe-à-Pitre, Guadeloupe • Tortola • Miami • Cruising the Straits of Florida • Cozumel • Roatan, Honduras • Harvest Caye, Belize • Costa Maya • Cruising the Straits of Florida • Miami

Average Starting Price

$22,399pp

Jim's Onboard Credit

Norwegian Aqua

Norwegian Cruise Line

Sep 19, 2027 - Sep 26, 2027 (7 Nights)

Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida

Average Starting Price

Feb 20, 2027 - Feb 27, 2027 (7 Nights)

San Juan, Puerto Rico • Tortola • Castries, St. Lucia • Bridgetown, Barbados • Roseau, Dominica • Philipsburg, St. Maarten • San Juan, Puerto Rico

Average Starting Price

Dec 22, 2027 - Jan 5, 2028 (14 Nights)

Miami • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Kingstown, Saint Vincent Island, Saint Vincent • Castries, St. Lucia • Fort-De-France, Martinique • Roseau, Dominica • Tortola • Miami

Average Starting Price

$4,399pp

Jim's Onboard Credit

Norwegian Prima

Norwegian Cruise Line

Nov 27, 2027 - Dec 4, 2027 (7 Nights)

San Juan, Puerto Rico • Tortola • St. Kitts • St John's, Antigua • Bridgetown, Barbados • Philipsburg, St. Maarten • St. Thomas • San Juan, Puerto Rico

Average Starting Price

$1,359pp

Jim's Onboard Credit

Norwegian Pearl

Norwegian Cruise Line

Feb 20, 2027 - Mar 2, 2027 (10 Nights)

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

Average Starting Price

$859pp

Jim's Onboard Credit

Norwegian Luna

Norwegian Cruise Line

Nov 14, 2027 - Nov 21, 2027 (7 Nights)

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

Average Starting Price

$929pp

Jim's Onboard Credit

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