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!

49% OFF

MSC World Asia

MSC Cruises

Dec 28, 2027 - Jan 11, 2028 (14 Nights)

Bridgetown, Barbados • Castries, St. Lucia • Grenada • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Roseau, Dominica • Philipsburg, St. Maarten • St. Kitts • St John's, Antigua • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Castries, St. Lucia • Bridgetown, Barbados

Average Starting Price

Feb 15, 2027 - Feb 26, 2027 (11 Nights)

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

Average Starting Price

Mar 4, 2028 - Mar 11, 2028 (7 Nights)

San Juan, Puerto Rico • Oranjestad, Aruba • Willemstad, Curacao • St John's, Antigua • Philipsburg, St. Maarten • San Juan, Puerto Rico

Average Starting Price

Feb 4, 2029 - Feb 15, 2029 (11 Nights)

Miami • St. John • Road Bay, Anguilla • St John's, Antigua • Gustavia, St. Barts • Virgin Gorda, British Virgin Islands • Key West, Florida • Miami

Average Starting Price

$6,300pp

Jim's Onboard Credit

31% OFF

Seven Seas Grandeur

Regent Seven Seas Cruises

Jan 25, 2028 - Feb 4, 2028 (10 Nights)

Bridgetown, Barbados • Kingstown, Saint Vincent Island, Saint Vincent • Castries, St. Lucia • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Gustavia, St. Barts • Basseterre, St. Kitts and Nevis • St John's, Antigua • Roseau, Dominica • Bridgetown, Barbados

Average Starting Price

Jan 8, 2027 - Jan 17, 2027 (9 Nights)

Fort Lauderdale • St John's, Antigua • Roseau, Dominica • Fort-De-France, Martinique • Philipsburg, St. Maarten • Fort Lauderdale

Average Starting Price

Dec 22, 2026 - Jan 12, 2027 (21 Nights)

Fort Lauderdale • Philipsburg, St. Maarten • St. Kitts • Roseau, Dominica • Castries, St. Lucia • St John's, Antigua • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale • Relaxaway Half Moon Cay • Falmouth, Jamaica • George Town, Cayman Islands • Belize City • Cozumel • Key West, Florida • Fort Lauderdale

Average Starting Price

$3,689pp

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!

Silver Spirit

Silversea

Feb 17, 2028 - Feb 29, 2028 (12 Nights)

Bridgetown, Barbados • Bequia Island, Saint Vincent • Castries, St. Lucia • Oranjestad, Aruba • Kralendijk, Bonaire • Willemstad, Curacao • Gustavia, St. Barts • St John's, Antigua • Fort-De-France, Martinique • Grenada • Bridgetown, Barbados

Average Starting Price

Jan 29, 2027 - Feb 5, 2027 (7 Nights)

San Juan, Puerto Rico • Tortola • St John's, Antigua • Providenciales, Turks and Caicos Islands • Key West, Florida • Miami

Average Starting Price

Jan 28, 2029 - Feb 11, 2029 (14 Nights)

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

Average Starting Price

$1,804pp

Jim's Onboard Credit

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