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!

Viking Sky

Viking

Jan 28, 2028 - Feb 7, 2028 (10 Nights)

San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Bridgetown, Barbados • Roseau, Dominica • St John's, Antigua • Philipsburg, St. Maarten • St. Croix • San Juan, Puerto Rico

Average Starting Price

$4,299pp

Jim's Onboard Credit

Independence of the Seas

Royal Caribbean

Mar 11, 2028 - Mar 18, 2028 (7 Nights)

Miami • St. Thomas • Samana, Dominican Republic • Perfect Day Cococay • Miami

Average Starting Price

$912pp

Jim's Onboard Credit

Norwegian Luna

Norwegian Cruise Line

Dec 12, 2027 - Dec 19, 2027 (7 Nights)

Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami

Average Starting Price

43% OFF

Nov 20, 2027 - Nov 28, 2027 (8 Nights)

Miami • Relaxaway Half Moon Cay • Fun Day at Sea • San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • Fun Day at Sea • Fun Day at Sea • Miami

Average Starting Price

$761pp

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!

Norwegian Pearl

Norwegian Cruise Line

Jan 23, 2027 - Feb 2, 2027 (10 Nights)

Philadelphia • Tortola • St. Thomas • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Philadelphia

Average Starting Price

Feb 24, 2027 - Mar 6, 2027 (10 Nights)

Average Starting Price

Feb 7, 2027 - Feb 21, 2027 (14 Nights)

Fort Lauderdale • Nassau • Amber Cove, Dominican Republic • Grand Turk • Relaxaway Half Moon Cay • Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$2,664pp

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!

Crystal Symphony

Crystal Cruises

Dec 20, 2026 - Jan 10, 2027 (21 Nights)

Fort Lauderdale • St. Thomas • Virgin Gorda, British Virgin Islands • St John's, Antigua • San Juan, Puerto Rico • Samana, Dominican Republic • Nassau • Fort Lauderdale • Cozumel • Belize City • Santo Tomas de Castilla, Guatemala • Roatan, Honduras • George Town, Cayman Islands • Ocho Rios, Jamaica • Fort Lauderdale • Nassau • Fort Lauderdale

Average Starting Price

58% OFF

Jan 24, 2027 - Jan 31, 2027 (7 Nights)

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

Average Starting Price

$408pp

Jim's Onboard Credit

Celebrity Constellation

Celebrity Cruises

Jan 16, 2027 - Jan 23, 2027 (7 Nights)

San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • Roseau, Dominica • Castries, St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico

Average Starting Price

$676pp

Jim's Onboard Credit

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