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 Pearl

Norwegian Cruise Line

Dec 23, 2027 - Jan 3, 2028 (11 Nights)

Philadelphia • St. Kitts • St. Lucia • St John's, Antigua • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Philadelphia

Average Starting Price

Mar 28, 2027 - Apr 17, 2027 (20 Nights)

Miami • Relaxaway Half Moon Cay • Cabo Rojo, Dominican Republic • Kralendijk, Bonaire • Willemstad, Curacao • Oranjestad, Aruba • Miami • Philipsburg, St. Maarten • St John's, Antigua • Castries, St. Lucia • St. Kitts • St. Thomas • Relaxaway Half Moon Cay • Miami

Average Starting Price

$3,644pp

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!

Eurodam

Holland America Line

Dec 1, 2027 - Dec 22, 2027 (21 Nights)

Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale • Relaxaway Half Moon Cay • Falmouth, Jamaica • George Town, Cayman Islands • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale

Average Starting Price

$4,894pp

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!

Crown Princess

Princess Cruises

Mar 7, 2027 - Mar 14, 2027 (7 Nights)

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

Average Starting Price

66% OFF

Nov 12, 2026 - Dec 3, 2026 (21 Nights)

Miami • St. Thomas • St. Kitts • Philipsburg, St. Maarten • St John's, Antigua • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Miami • Ocho Rios, Jamaica • Cartagena, Colombia • Colon, Panama • Limon, Costa Rica • Roatan, Honduras • Belize City • Miami

Average Starting Price

Nov 18, 2026 - Nov 28, 2026 (10 Nights)

Fort Lauderdale • St. Thomas • St. Kitts • Dominica • St John's, Antigua • Philipsburg, St. Maarten • Fort Lauderdale

Average Starting Price

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

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

Average Starting Price

46% OFF

Mar 13, 2027 - Mar 27, 2027 (14 Nights)

Miami • Philipsburg, St. Maarten • St John's, Antigua • St. Thomas • Nassau • Miami • Grand Turk • Ocean Cay • Nassau • Miami

Average Starting Price

$1,345pp

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!

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

$7,299pp

Jim's Onboard Credit

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