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

Star Pride

Windstar Cruises

Nov 1, 2027 - Nov 15, 2027 (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 3, 2027 - Mar 14, 2027 (70 Nights)

Fort Lauderdale • George Town, Cayman Islands • Enter Panama Canal at Cristobal • Panama Canal, Panama • Exit Panama Canal Balboa • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama • Manta, Ecuador • Salaverry (Trujillo), Peru • Lima, Peru • Lima, Peru • General San Martin, Peru • Bahia CoQuimbo, Chile • San Antinio, Chile • Isla Robinson Crusoe, Chile • Puerto Montt, Chile • Chacabuco, Chile • Cruising Chilean Fjords • Pio XI Glacier, Chile • Scenic cruising Sarmiento Channel • Magellan Strait • Punta Arenas, Chile • Cockburn Channel • Beagle Channel, Argentina • Scenic Cruising Glacier Alley • Scenic Cruising Cape Horn • Ushuaia, Argentina • Antarctic Experience • Antarctic Experience • Antarctic Experience • Antarctic Experience • Port Stanley, Falkland Islands • Puerto Madryn, Argentina • Punta del Este, Uruguay • Montevideo, Uruguay • Montevideo, Uruguay • Buenos Aires, Argentina • Buenos Aires, Argentina • Buenos Aires, Argentina • Santos (Sao Paulo), Brazil • Ilha Grande, Brazil • Rio de Janeiro, Brazil • Rio de Janeiro, Brazil • Salvador da Bahia, Brazil • Recife, Brazil • Fortaleza, Brazil • Icoaraci (Belem), Brazil • Crossing the Equator • Devil's Island, France • Bridgetown, Barbados • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico • Fort Lauderdale

Average Starting Price

Nov 18, 2026 - Nov 27, 2026 (9 Nights)

Port Canaveral (Orlando), Florida • St John's, Antigua • Bridgetown, Barbados • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Port Canaveral (Orlando), Florida

Average Starting Price

Dec 11, 2027 - Dec 22, 2027 (11 Nights)

Fort Lauderdale • Philipsburg, St. Maarten • St. Kitts • Fort-De-France, Martinique • Roseau, Dominica • St John's, Antigua • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$2,739pp

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!

Volendam

Holland America Line

Dec 11, 2027 - Jan 4, 2028 (24 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Willemstad, Curacao • Cartagena, Colombia • Enter Panama Canal at Cristobal • Cruising Panama Canal And Gatun Lake • Gatun Lake, Panama • Cruising Gatun Lake And Panama Canal • Panama Canal, Panama • Colon, Panama • Limon, Costa Rica • George Town, Cayman Islands • Fort Lauderdale • Relaxaway Half Moon Cay • Philipsburg, St. Maarten • Fort-De-France, Martinique • Bridgetown, Barbados • Scarborough (Tobago), Trinidad and Tobago • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • Fort Lauderdale

Average Starting Price

$6,189pp

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!

Silver Dawn

Silversea

Dec 11, 2027 - Dec 21, 2027 (10 Nights)

San Juan, Puerto Rico • Great Harbor Jost Van Dyke, British Virgin Islands • St. Kitts • Gustavia, St. Barts • Fort-De-France, Martinique • Grenada • Bequia Island, Saint Vincent • Castries, St. Lucia • St John's, Antigua • St. John • San Juan, Puerto Rico

Average Starting Price

Nov 21, 2027 - Dec 22, 2027 (31 Nights)

Miami • Cozumel • Santo Tomas de Castilla, Guatemala • Harvest Caye, Belize • Costa Maya • Miami • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Grenada • Castries, St. Lucia • Pointe-à-Pitre, Guadeloupe • Philipsburg, St. Maarten • Miami • Nassau • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Basseterre, St. Kitts and Nevis • St. Thomas • St John's, Antigua • Gustavia, St. Barts • Tortola • Miami

Average Starting Price

Jan 16, 2028 - Jan 23, 2028 (7 Nights)

Fort Lauderdale • Samana, Dominican Republic • St. Thomas • Basseterre, St. Kitts and Nevis • Fort Lauderdale

Average Starting Price

Apr 18, 2027 - Apr 25, 2027 (7 Nights)

Fort Lauderdale • Puerto Plata, Dominican Republic • St. Thomas • Basseterre, St. Kitts and Nevis • Fort Lauderdale

Average Starting Price

Mar 6, 2027 - Mar 27, 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 John's, Antigua • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$3,949pp

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

Apr 5, 2027 - Apr 12, 2027 (7 Nights)

San Juan, Puerto Rico • Gustavia, St. Barts • Gustavia, St. Barts • Little Bay, Montserrat • Basseterre, St. Kitts and Nevis • Key West, Florida • Miami

Average Starting Price

Mar 29, 2027 - Apr 9, 2027 (11 Nights)

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

Average Starting Price

$1,837pp

Jim's Onboard Credit

Page 11 of 83

Filters

Search Cruises