Cruise Search | Caribbean Breeze Travel

Ocean & RiverAllOcean OnlyOceanRiver OnlyRiver

Cruise Dates



October 2026



1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31

Nights

Clear All Filters

Viking Sea

Viking

Feb 14, 2027 - Feb 24, 2027 (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

$6,799pp

Jim's Onboard Credit

Norwegian Prima

Norwegian Cruise Line

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

San Juan, Puerto Rico • Tortola • Roseau, Dominica • Bridgetown, Barbados • Philipsburg, St. Maarten • St. Thomas • San Juan, Puerto Rico

Average Starting Price

48% OFF

Jan 2, 2028 - Jan 9, 2028 (7 Nights)

Miami • Philipsburg, St. Maarten • St. Thomas • Puerto Plata, Dominican Republic • Miami

Average Starting Price

Jan 31, 2028 - Feb 7, 2028 (7 Nights)

San Juan, Puerto Rico • St. John • Gustavia, St. Barts • Philipsburg, St. Maarten • Basseterre, St. Kitts and Nevis • Great Harbor Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • San Juan, Puerto Rico

Average Starting Price

Jan 15, 2028 - Jan 22, 2028 (7 Nights)

Miami • Philipsburg, St. Maarten • St. Thomas • Perfect Day Cococay • Miami

Average Starting Price

Jan 7, 2027 - May 8, 2027 (121 Nights)

Barcelona, Spain • Gibraltar • Casablanca, Morocco • Mindelo, Cape Verde • Salvador, Brazil • Rio de Janeiro, Brazil • Rio de Janeiro, Brazil • Buenos Aires, Argentina • Buenos Aires, Argentina • Puerto Madryn, Argentina • Port Stanley, Falkland Islands • Ushuaia, Argentina • Ushuaia, Argentina • Puerto Montt, Chile • Valparaíso, Chile • Valparaíso, Chile • Hanga Roa (Rapa Nui), Chile • Bounty Bay Passage, Pitcaim • Papeete, French Polynesia • Papeete, French Polynesia • Moorea, French Polynesia • Aitutake, Aruntanga • Avatiu, Rarotonga, Cook Islands • Bay of Islands, New Zealand • Auckland, New Zealand • Tauranga, New Zealand • Christchurch, Lyttelton, New Zealand • Port Chalmers, New Zealand • Cruising Milford Sound • Hobart (Tasmania), Australia • Hobart (Tasmania), Australia • Sydney, Australia • Sydney, Australia • Noumea, New Caledonia • Luganville, Espirutu Santo • Apia, Samoa • International Dateline • Honolulu • Honolulu • Los Angeles • Cabo San Lucas • Puntarenas, Costa Rica • Balbao, Panama • Panama Canal, Panama • Panama Canal, Panama • La Romana, Dominican Republic • Tortola • Philipsburg, St. Maarten • Las Palmas (Gran Canaria), Spain • Ibiza, Spain • Naples, Italy • Rome (Civitavecchia), Italy • Genoa (Portofino), Italy • Marseille (Provence), France • Tarragona, Spain

Average Starting Price

Feb 25, 2028 - Mar 6, 2028 (10 Nights)

Fort Lauderdale • Philipsburg, St. Maarten • Castries, St. Lucia • Bridgetown, Barbados • St John's, Antigua • Basseterre, St. Kitts and Nevis • Fort Lauderdale

Average Starting Price

$1,825pp

Jim's Onboard Credit

Norwegian Bliss

Norwegian Cruise Line

Jan 4, 2027 - Jan 16, 2027 (12 Nights)

Manhattan • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Kitts • Tortola • Philipsburg, St. Maarten • St. Thomas • Manhattan

Average Starting Price

Dec 12, 2026 - Jan 2, 2027 (21 Nights)

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

Average Starting Price

$3,604pp

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!

Regal Princess

Princess Cruises

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

Fort Lauderdale • Relaxaway Half Moon Cay • San Juan, Puerto Rico • Philipsburg, St. Maarten • Fort Lauderdale

Average Starting Price

$669pp

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!

Emerald Princess

Princess Cruises

Jan 2, 2028 - Jan 9, 2028 (7 Nights)

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

Average Starting Price

Nov 8, 2026 - Nov 15, 2026 (7 Nights)

Miami • Philipsburg, St. Maarten • St. Thomas • Puerto Plata, Dominican Republic • Miami

Average Starting Price

$1,139pp

Jim's Onboard Credit

Page 52 of 114

Filters

Search Cruises