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!

EXPLORA I

Explora Journeys

Jan 4, 2027 - Jan 11, 2027 (7 Nights)

San Juan, Puerto Rico • Philipsburg, St. Maarten • St John's, Antigua • Little Bay, Montserrat • Tortola • Miami

Average Starting Price

Feb 12, 2027 - Feb 19, 2027 (7 Nights)

San Juan, Puerto Rico • St. Thomas • St John's, Antigua • Terre de Haut, Guadeloupe • Puerto Plata, Dominican Republic • Miami

Average Starting Price

Mar 21, 2027 - Mar 28, 2027 (7 Nights)

San Juan, Puerto Rico • St. Thomas • St. Croix • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • San Juan, Puerto Rico

Average Starting Price

$850pp

Jim's Onboard Credit

FREE Specialty Dining Meal

9% OFF

Crystal Serenity

Crystal Cruises

Feb 12, 2028 - Feb 19, 2028 (7 Nights)

Fort Lauderdale • Tortola • Gustavia, St. Barts • Roseau, Dominica • St. Kitts • San Juan, Puerto Rico

Average Starting Price

Apr 23, 2028 - Apr 29, 2028 (6 Nights)

Fort Lauderdale • Disney Castaway Cay, Bahamas • Disney Lookout Cay at Lighthouse Point, Bahamas • St. Thomas • Philipsburg, St. Maarten • San Juan, Puerto Rico

Average Starting Price

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

Port Canaveral (Orlando), Florida • San Juan, Puerto Rico • Samana, Dominican Republic • Perfect Day Cococay • Port Canaveral (Orlando), Florida

Average Starting Price

$1,050pp

Jim's Onboard Credit

FREE Specialty Dining Meal

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!

Caribbean Princess

Princess Cruises

Jan 7, 2029 - Jan 14, 2029 (7 Nights)

San Juan, Puerto Rico • St. Thomas • St. Kitts • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico

Average Starting Price

Aug 23, 2028 - Oct 18, 2028 (56 Nights)

Reykjavik, Iceland • Grundarfjordur, Iceland • Dynjandi, Iceland • Patreksfjordur, 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

Average Starting Price

$49,813pp

Jim's Onboard Credit

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