Cruise Search | Caribbean Breeze Travel

Jim's Ship Pick
One of my absolute favorite ships! Small, simple, and luxurious without feeling stuffy - and perfect for immersive, port-intensive cruises!

Wind Surf

Windstar Cruises

Aug 19, 2028 - Sep 2, 2028 (14 Nights)

Athens (Piraeus), Greece • Ermoupoli, Greece • Kusadasi, Turkey • Pythagoreio, Greece • Giardini Naxos (Taormina), Italy • Folegandros, Greece • Milos, Greece • Athens (Piraeus), Greece • Mykonos, Greece • Kusadasi, Turkey • Patmos, Greece • Santorini, Greece • Monemvasia, Greece • Nafplio, Greece • Athens (Piraeus), Greece

Average Starting Price

May 2, 2027 - May 16, 2027 (14 Nights)

Barcelona, Spain • Ibiza, Spain • Palma de Mallorca, Spain • Marseille (Provence), France • Ajaccio, France • Santa Margherita, Italy • La Spezia, Italy • Rome (Civitavecchia), Italy • Naples, Italy • Souda (Chania), Greece • Kusadasi, Turkey • Mykonos, Greece • Athens (Piraeus), Greece

Average Starting Price

$2,780pp

Jim's Onboard Credit

Jim's Port Pick
Santa Margherita is easily one of the best ports I’ve ever visited! Hop on the local bus to Paraggi for jaw-dropping, postcard-perfect views and beautiful beaches! STUNNING!

Star Explorer

Windstar Cruises

Aug 6, 2028 - Aug 25, 2028 (19 Nights)

Leith, Scotland • Invergordon, Scotland • Kirkwall, Orkney Islands, Scotland • Ullapool, Scotland • Tobermory, Scotland • Greencastle, Northern Ireland • Port Douglas, Australia • Dublin, Ireland • Belfast, Northern Ireland • Greencastle, Northern Ireland • Donegal (Killybegs), Ireland • Inishmore, Ireland • Scenic Cruising Cliffs Of Moher • Galway, Ireland • Dingle, Ireland • Cork (Cobh), Ireland • Belview Port, Waterford • Isle of Scilly, England • Cruising The Seine River • Rouen, France • Rouen, France

Average Starting Price

Jun 26, 2028 - Jul 10, 2028 (14 Nights)

Barcelona, Spain • Olbia, Italy • Porto Cervo (Sardinia), Italy • Port Santo Stefano, Italy • Monte Carlo, Monaco • Cannes (Côte d'Azur), France • Livorno, Italy • Rome (Civitavecchia), Italy • Naples, Italy • Naples, Italy • Naples, Italy • St Tropez, France • Ajaccio, France • Carloforte, Sardinia • Mahon, Spain • Barcelona, Spain

Average Starting Price

50% OFF

Sep 17, 2028 - Sep 24, 2028 (7 Nights)

Barcelona, Spain • Marseille (Provence), France • Genoa (Portofino), Italy • Naples, Italy • Palermo (Sicily), Italy • Valletta, Malta • Barcelona, Spain

Average Starting Price

Jun 11, 2027 - Jun 14, 2027 (3 Nights)

Athens (Lavrion), Greece • Mykonos, Greece • Kusadasi, Turkey • Patmos, Greece • Heraklion (Crete), Greece • Santorini, Greece • Athens (Lavrion), Greece

Average Starting Price

58% OFF

Aug 14, 2027 - Aug 21, 2027 (7 Nights)

Barcelona, Spain • Marseille (Provence), France • Genoa (Portofino), Italy • La Spezia, Italy • Rome (Civitavecchia), Italy • Palma de Mallorca, Spain • Barcelona, Spain

Average Starting Price

Jan 3, 2027 - Jan 10, 2027 (7 Nights)

Rome (Civitavecchia), Italy • Naples, Italy • Messina (Taormina), Italy • Sail the Ionian Sea • Souda (Chania), Greece • Kusadasi, Turkey • Athens (Piraeus), Greece • Athens (Piraeus), Greece

Average Starting Price

Dec 29, 2027 - Jan 5, 2028 (7 Nights)

Rome (Civitavecchia), Italy • Salerno, Italy • Palermo (Sicily), Italy • Tunis/La Goulette, Tunisia • Cagliari, Italy • Sail the Mediterranean Sea • Valencia, Spain • Barcelona, Spain

Average Starting Price

$2,999pp

Jim's Onboard Credit

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!

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