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!

55% OFF

Carnival Vista

Carnival Cruise Line

Dec 18, 2026 - Dec 26, 2026 (8 Nights)

Port Canaveral (Orlando), Florida • Fun Day at Sea • Fun Day at Sea • St. Thomas • Philipsburg, St. Maarten • San Juan, Puerto Rico • Fun Day at Sea • Celebration Key • Port Canaveral (Orlando), Florida

Average Starting Price

30% OFF

Feb 26, 2027 - Mar 8, 2027 (10 Nights)

Miami • Fun Day at Sea • Fun Day at Sea • San Juan, Puerto Rico • St. Croix • St. Kitts • Philipsburg, St. Maarten • St. Thomas • Fun Day at Sea • Fun Day at Sea • Miami

Average Starting Price

$1,467pp

Jim's Onboard Credit

Celebrity Constellation

Celebrity Cruises

Dec 5, 2026 - Dec 12, 2026 (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

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

Fort Lauderdale • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Kitts • St John's, Antigua • St. Lucia • Philipsburg, St. Maarten • Fort Lauderdale

Average Starting Price

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

San Juan, Puerto Rico • St. Thomas • St. Croix • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • San Juan, Puerto Rico

Average Starting Price

$670pp

Jim's Onboard Credit

FREE Specialty Dining Meal

Eurodam

Holland America Line

Jan 2, 2028 - Jan 22, 2028 (20 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Montego Bay, Jamaica • George Town, Cayman Islands • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Fort-De-France, Martinique • St. Kitts • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$4,714pp

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!

EXPLORA III

Explora Journeys

Jan 21, 2027 - Jan 29, 2027 (8 Nights)

Miami • St. Thomas • Road Bay, Anguilla • St. Pierre • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • San Juan, Puerto Rico

Average Starting Price

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

Rome (Civitavecchia), Italy • Livorno, Italy • Livorno, Italy • Monte Carlo, Monaco • Marseille (Provence), France • Sete, France • Barcelona, Spain • Barcelona, Spain • Barcelona, Spain • Sail the Mediterranean Sea • Sail the Atlantic Ocean • Sail the Atlantic Ocean • Sail the Atlantic Ocean • Sail the Atlantic Ocean • Sail the Atlantic Ocean • Sail the Atlantic Ocean • Philipsburg, St. Maarten • Sail the Caribbean Sea • Sail the Caribbean Sea • Fort Lauderdale • Fort Lauderdale

Average Starting Price

49% OFF

Jul 8, 2027 - Jul 22, 2027 (14 Nights)

Bridgetown, Barbados • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Tortola • La Romana, Dominican Republic • Catalina Island, Dominican Republic • Virgin Gorda, British Virgin Islands • Philipsburg, St. Maarten • Fort-De-France, Martinique • St John's, Antigua • La Romana, Dominican Republic • Catalina Island, Dominican Republic • Bridgetown, Barbados

Average Starting Price

$2,058pp

Jim's Onboard Credit

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