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!

9% OFF

Crystal Serenity

Crystal Cruises

Oct 12, 2027 - Oct 21, 2027 (9 Nights)

New York, New York • Royal Naval Dockyard, Bermuda • Royal Naval Dockyard, Bermuda • St John's, Antigua • Pointe-à-Pitre, Guadeloupe • Gustavia, St. Barts • San Juan, Puerto Rico

Average Starting Price

$3,930pp

Jim's Onboard Credit

Norwegian Breakaway

Norwegian Cruise Line

Apr 3, 2028 - Apr 16, 2028 (13 Nights)

Port Canaveral (Orlando), Florida • Great Stirrup Cay • Cabo Rojo, Dominican Republic • Oranjestad, Aruba • Willemstad, Curacao • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Royal Naval Dockyard, Bermuda • Royal Naval Dockyard, Bermuda • Boston

Average Starting Price

Nov 12, 2027 - Nov 20, 2027 (8 Nights)

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

Average Starting Price

$1,192pp

Jim's Onboard Credit

Celebrity Constellation

Celebrity Cruises

Mar 27, 2027 - Apr 3, 2027 (7 Nights)

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

Average Starting Price

Nov 13, 2027 - Dec 1, 2027 (18 Nights)

Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale • Relaxaway Half Moon Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale

Average Starting Price

$4,199pp

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 Escape

Norwegian Cruise Line

Jan 6, 2027 - Jan 15, 2027 (9 Nights)

Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida

Average Starting Price

Mar 28, 2027 - Apr 4, 2027 (7 Nights)

San Juan, Puerto Rico • Philipsburg, St. Maarten • Oranjestad, Aruba • Willemstad, Curacao • Fort Lauderdale

Average Starting Price

Dec 22, 2027 - Dec 29, 2027 (7 Nights)

Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$2,124pp

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!

Zuiderdam

Holland America Line

Nov 27, 2027 - Dec 11, 2027 (14 Nights)

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

Average Starting Price

$2,919pp

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!

Allure of the Seas

Royal Caribbean

Mar 21, 2027 - Mar 28, 2027 (7 Nights)

Miami • Nassau • Perfect Day Cococay • San Juan, Puerto Rico • Samana, Dominican Republic • Miami

Average Starting Price

$994pp

Jim's Onboard Credit

FREE Specialty Dining Meal

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