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 Grace

Crystal Cruises

Nov 20, 2028 - Dec 1, 2028 (11 Nights)

Fort Lauderdale • Gustavia, St. Barts • Roseau, Dominica • Bridgetown, Barbados • Castries, St. Lucia • St. Kitts • San Juan, Puerto Rico • Fort Lauderdale

Average Starting Price

$6,720pp

Jim's Onboard Credit

26% OFF

Seven Seas Grandeur

Regent Seven Seas Cruises

Mar 20, 2028 - Apr 1, 2028 (12 Nights)

Miami • Cruising the Atlantic Ocean • Puerto Plata, Dominican Republic • Cayo Levantado, Dominican Republic • San Juan, Puerto Rico • Gustavia, St. Barts • Roseau, Dominica • Pointe-à-Pitre, Guadeloupe • Basseterre, St. Kitts and Nevis • Tortola • Atlantic Ocean cruising • Atlantic Ocean cruising • Miami

Average Starting Price

9% OFF

Dec 10, 2027 - Dec 19, 2027 (9 Nights)

San Juan, Puerto Rico • St. Kitts • Fort-De-France, Martinique • Roseau, Dominica • St John's, Antigua • Gustavia, St. Barts • Tortola • Fort Lauderdale

Average Starting Price

Jan 29, 2028 - Feb 5, 2028 (7 Nights)

San Juan, Puerto Rico • Philipsburg, St. Maarten • Bridgetown, Barbados • Fort-De-France, Martinique • Basseterre, St. Kitts and Nevis • St. Thomas • San Juan, Puerto Rico

Average Starting Price

Dec 20, 2027 - Jan 3, 2028 (14 Nights)

San Juan, Puerto Rico • St. John • Basseterre, St. Kitts and Nevis • Gustavia, St. Barts • Philipsburg, St. Maarten • Great Harbor Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • San Juan, Puerto Rico • Grenada • Bequia Island, Saint Vincent • Mayreau Island, Saint Vincent and the Grenadines • Les Saintes, F.W.I. • Marigot Bay, St. Martin, French West Indies • San Juan, Puerto Rico

Average Starting Price

Jan 29, 2027 - Feb 17, 2027 (19 Nights)

Miami • Puerto Plata, Dominican Republic • Philipsburg, St. Maarten • Terre de Haut, Guadeloupe • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico • Gustavia, St. Barts • St. Pierre • Bridgetown, Barbados • Port of Spain, Trinidad • Port of Spain, Trinidad • Macapa, , Brazil • Santarem, Brazil • Boca da Valeria (Amazon River), Brazil • Manaus, Brazil • Manaus, Brazil

Average Starting Price

Jan 5, 2027 - Jan 14, 2027 (9 Nights)

San Juan, Puerto Rico • St. John • Great Harbor Jost Van Dyke, British Virgin Islands • Philipsburg, St. Maarten • St John's, Antigua • Basseterre, St. Kitts and Nevis • Tortola • Miami

Average Starting Price

Feb 7, 2028 - Feb 17, 2028 (10 Nights)

Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Tortola • St. Thomas • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • Miami

Average Starting Price

Nov 5, 2027 - Nov 15, 2027 (10 Nights)

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

Average Starting Price

Nov 21, 2026 - Nov 28, 2026 (7 Nights)

San Juan, Puerto Rico • St. Barthelemy, F.W.I • St. Kitts • Les Trois-Îlets • Port Elizabeth, South Africa • Kralendijk, Bonaire • Oranjestad, Aruba

Average Starting Price

$3,469pp

Jim's Onboard Credit

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