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!

Crown Princess

Princess Cruises

Mar 14, 2027 - Mar 28, 2027 (14 Nights)

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

Average Starting Price

$1,751pp

Jim's Onboard Credit

26% OFF

Seven Seas Mariner

Regent Seven Seas Cruises

Apr 15, 2027 - Apr 29, 2027 (14 Nights)

Miami • Cruising the Caribbean Sea • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Cruising the Caribbean Sea • Basseterre, St. Kitts and Nevis • Gustavia, St. Barts • St John's, Antigua • Tortola • Atlantic Ocean cruising • Atlantic Ocean cruising • Atlantic Ocean cruising • New York, New York

Average Starting Price

Dec 11, 2027 - Jan 2, 2028 (22 Nights)

Fort Lauderdale • Philipsburg, St. Maarten • St. Kitts • Fort-De-France, Martinique • Roseau, Dominica • St John's, Antigua • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale • George Town, Cayman Islands • Cartagena, Colombia • Oranjestad, Aruba • Willemstad, Curacao • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$5,709pp

Jim's Onboard Credit

Jim's Port Pick
Half Moon Cay is one of my all-time favorite private islands - the sand is unbelievably soft, hands-down the best I’ve ever felt!

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

Jan 2, 2028 - Jan 9, 2028 (7 Nights)

Fort Lauderdale • Samana, Dominican Republic • St. Thomas • Basseterre, St. Kitts and Nevis • Fort Lauderdale

Average Starting Price

$911pp

Jim's Onboard Credit

26% OFF

Seven Seas Prestige

Regent Seven Seas Cruises

Dec 7, 2027 - Dec 18, 2027 (11 Nights)

Miami • St. Thomas • St John's, Antigua • Castries, St. Lucia • Pointe-à-Pitre, Guadeloupe • Basseterre, St. Kitts and Nevis • Tortola • Miami

Average Starting Price

Dec 21, 2027 - Dec 28, 2027 (7 Nights)

San Juan, Puerto Rico • St. John • St. Kitts • Castries, St. Lucia • St John's, Antigua • Great Harbor Jost Van Dyke, British Virgin Islands • San Juan, Puerto Rico

Average Starting Price

Dec 23, 2027 - Jan 4, 2028 (12 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Philipsburg, St. Maarten • Fort-De-France, Martinique • Bridgetown, Barbados • Scarborough (Tobago), Trinidad and Tobago • Castries, St. Lucia • St. Kitts • Fort Lauderdale

Average Starting Price

$3,234pp

Jim's Onboard Credit

Jim's Port Pick
Half Moon Cay is one of my all-time favorite private islands - the sand is unbelievably soft, hands-down the best I’ve ever felt!

Celebrity Ascent

Celebrity Cruises

Dec 3, 2027 - Dec 13, 2027 (10 Nights)

Fort Lauderdale • Philipsburg, St. Maarten • Castries, St. Lucia • Bridgetown, Barbados • St John's, Antigua • Basseterre, St. Kitts and Nevis • Fort Lauderdale

Average Starting Price

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

Miami • St. John • St John's, Antigua • Pointe-à-Pitre, Guadeloupe • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico

Average Starting Price

$4,125pp

Jim's Onboard Credit

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