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!

Seabourn Pursuit

Seabourn

Aug 23, 2028 - Nov 9, 2028 (78 Nights)

Reykjavik, Iceland • Grundarfjordur, Iceland • Patreksfjordur, Iceland • Dynjandi, Iceland • Ittoqqortoormiit (Scoresbysund), Greenland • Exploring Scoresbysund • Northeast Greenland National Park • Northeast Greenland National Park • Northeast Greenland National Park • Northeast Greenland National Park • Siglufjordur, Iceland • Flatey Island, Iceland • Exploring The Outer Islands of Heimaey • Heimaey (Vestmannaeyjar), Iceland • Reykjavik, Iceland • Exploring The Outer Islands of Heimaey • Heimaey (Vestmannaeyjar), Iceland • Prince Christian Sound, Greenland • Prince Christian Sound, Greenland • Kangikitsok, Greenland • Qaqortoq (Julianehåb), Greenland • Hvalsey, Greenland • Brattahlid (Qassiarsuk), Greenland • Nain, Canada • Nachvak Fiord, Torngat Mts, Canada • Eclipse Channel, Labrador, Canada • Saglek Fjord, Labrador, Canada • Hopedale, Labrador • Indian Harbour, Newfoundland • L'Anse aux Meadows, Newfoundland • Red Bay, Canada • Norris Point, Newfoundland • Halifax, Nova Scotia • Hamilton, Bermuda • San Juan, Puerto Rico • Oranjestad, Aruba • Panama Canal Cruising • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama • Guayaquil, Ecuador • Lima, Peru • Lima, Peru • General San Martin, Peru • Valparaíso, Chile • The Seabourn Juan Fernandez Experience • The Seabourn Juan Fernandez Experience • The Seabourn Juan Fernandez Experience • Scenic Cruising Reloncavi Sound • Puerto Montt, Chile • Scenic Cruising Moraleda Channel • Scenic Cruising Darwin Channel • Scenic Cruising Baker Channel • Transit The English Narrows • Caleta Tortel, Chile • Scenic Cruising Eyre Fjord • Scenic Cruising Wide Channel • Pio XI Glacier, Chile • Scenic Cruising Peel Fjord • Scenic Cruising Smyth Channel • Brujo Glacier, Chile • Magellan Strait • Punta Arenas, Chile • Punta Arenas, Chile • The Seabourn Antarctic Experience • The Seabourn Antarctic Experience • The Seabourn Antarctic Experience • The Seabourn Antarctic Experience • The Seabourn Antarctic Experience • Ushuaia, Argentina • Ushuaia, Argentina

Average Starting Price

Jan 25, 2027 - Feb 4, 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

Jan 23, 2028 - Feb 6, 2028 (14 Nights)

Miami • Belize City • Roatan, Honduras • Cozumel • Celebration Key • Miami • St. Kitts • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Miami

Average Starting Price

52% OFF

May 29, 2027 - Jun 12, 2027 (14 Nights)

Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Ocean Cay • Miami • Roatan, Honduras • Costa Maya • Cozumel • Ocean Cay • Miami

Average Starting Price

$1,861pp

Jim's Onboard Credit

Jim Sr's Ship Pick
This ship never felt crowded - and the Pizza & Burger spot was a total win!

Star Pride

Windstar Cruises

Mar 13, 2028 - Mar 20, 2028 (7 Nights)

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 30, 2028 - Feb 13, 2028 (14 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Falmouth, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Kitts • Fort Lauderdale

Average Starting Price

$1,168pp

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!

Grandeur of the Seas

Royal Caribbean

Jul 17, 2027 - Jul 24, 2027 (7 Nights)

San Juan, Puerto Rico • Tortola • Philipsburg, St. Maarten • St John's, Antigua • Basseterre, St. Kitts and Nevis • St. Croix • San Juan, Puerto Rico

Average Starting Price

Oct 9, 2028 - Dec 3, 2028 (55 Nights)

Barcelona, Spain • Palma de Mallorca, Spain • Marseille (Provence), France • Marseille (Provence), France • Cannes (Côte d'Azur), France • Livorno, Italy • Ajaccio, France • Olbia, Italy • Palermo (Sicily), Italy • Naples, Italy • Rome (Civitavecchia), Italy • Salerno, Italy • Messina (Taormina), Italy • Valletta, Malta • La Goulette, Tunisia • Cagliari, Italy • Alicante, Spain • Cartagena, Spain • Melilla, Morocco • Malaga, Spain • Cadiz, Spain • Lisbon, Portugal • Portimão, Portugal • Funchal, Portugal • Santa Cruz de Tenerife, Spain • Santa Cruz de la Palma, Spain • San Juan, Puerto Rico • Miami • George Town, Cayman Islands • Cartagena, Colombia • Panama Canal, Panama • Puntarenas, Costa Rica • Corinto, Nicaragua • Puerto Quetzal, Guatemala • Acapulco, Mexico • Puerto Vallarta, Mexico • Los Angeles

Average Starting Price

Feb 13, 2027 - Feb 20, 2027 (7 Nights)

San Juan, Puerto Rico • St. Thomas • St. Croix • Basseterre, St. Kitts and Nevis • St John's, Antigua • Roseau, Dominica • San Juan, Puerto Rico

Average Starting Price

$578pp

Jim's Onboard Credit

FREE Specialty Dining Meal

Viking Sky

Viking

Jan 3, 2029 - Jan 13, 2029 (10 Nights)

Average Starting Price

$4,999pp

Jim's Onboard Credit

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