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!

Sirena

Oceania Cruises

Dec 10, 2027 - Dec 22, 2027 (12 Nights)

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

Average Starting Price

$3,499pp

Jim's Onboard Credit

Celebrity Constellation

Celebrity Cruises

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

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

Average Starting Price

Mar 5, 2028 - Mar 12, 2028 (7 Nights)

Miami • Road Bay, Anguilla • St. Thomas • St John's, Antigua • St. John • San Juan, Puerto Rico

Average Starting Price

Jan 15, 2028 - Jan 25, 2028 (10 Nights)

San Juan, Puerto Rico • Great Harbor Jost Van Dyke, British Virgin Islands • Gustavia, St. Barts • St. Kitts • Fort-De-France, Martinique • Grenada • Canouan, Saint Vincent and the Grenadines • Castries, St. Lucia • St John's, Antigua • St. John • San Juan, Puerto Rico

Average Starting Price

$4,500pp

Jim's Onboard Credit

20% OFF

Seven Seas Splendor

Regent Seven Seas Cruises

Dec 11, 2026 - Dec 28, 2026 (17 Nights)

Galveston • Montego Bay, Jamaica • Port Royal, Jamaica • Cap Cana (Punta Cana), Dominican Republic • San Juan, Puerto Rico • Tortola • St John's, Antigua • Gustavia, St. Barts • Philipsburg, St. Maarten • George Town, Cayman Islands • Galveston

Average Starting Price

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

Miami • Providenciales, Turks and Caicos Islands • St John's, Antigua • Pointe-à-Pitre, Guadeloupe • Bequia Island, Saint Vincent • Bridgetown, Barbados • Grenada • Castries, St. Lucia • Fort-De-France, Martinique • Gustavia, St. Barts • Gustavia, St. Barts • Virgin Gorda, British Virgin Islands • Miami

Average Starting Price

Jan 25, 2027 - Feb 6, 2027 (12 Nights)

Cape Liberty • Puerto Plata, Dominican Republic • St. Thomas • St John's, Antigua • Castries, St. Lucia • Philipsburg, St. Maarten • Cape Liberty

Average Starting Price

$2,050pp

Jim's Onboard Credit

FREE Specialty Dining Meal

9% OFF

Crystal Grace

Crystal Cruises

Jan 19, 2029 - Jan 27, 2029 (8 Nights)

Fort Lauderdale • Grand Turk • Samana, Dominican Republic • Great Harbor Jost Van Dyke, British Virgin Islands • St John's, Antigua • St. Kitts • Gustavia, St. Barts • San Juan, Puerto Rico

Average Starting Price

$5,170pp

Jim's Onboard Credit

Luke's Port Pick
Grand Turk has it all - stunning ship views, a pool, great snorkeling, and crystal-clear water! This port will always be my favorite!

Nieuw Amsterdam

Holland America Line

Feb 28, 2027 - Mar 21, 2027 (21 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Oranjestad, Aruba • Cartagena, Colombia • Enter Panama Canal at Cristobal • Cruising Panama Canal And Gatun Lake • Gatun Lake, Panama • Cruising Gatun Lake And Panama Canal • Panama Canal, Panama • Colon, Panama • Limon, Costa Rica • George Town, Cayman Islands • Fort Lauderdale • St John's, Antigua • St. Thomas • Tortola • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$4,169pp

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!

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