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

Valiant Lady

Virgin Voyages

Jan 23, 2027 - Jan 29, 2027 (6 Nights)

San Juan, Puerto Rico • Tortola • Basseterre, St. Kitts and Nevis • St John's, Antigua • Castries, St. Lucia • San Juan, Puerto Rico

Average Starting Price

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

Miami • St. John • St John's, Antigua • Pointe-à-Pitre, Guadeloupe • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico

Average Starting Price

Jan 29, 2027 - Feb 7, 2027 (9 Nights)

Fort Lauderdale • St John's, Antigua • St. Thomas • Tortola • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$1,834pp

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!

Disney Fantasy

Disney Cruise Line

Mar 26, 2028 - Apr 2, 2028 (7 Nights)

Fort Lauderdale • Disney Lookout Cay at Lighthouse Point, Bahamas • San Juan, Puerto Rico • St John's, Antigua • Fort Lauderdale

Average Starting Price

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

San Juan, Puerto Rico • Bridgetown, Barbados • Grenada • Roseau, Dominica • St John's, Antigua • St. Thomas • San Juan, Puerto Rico

Average Starting Price

$636pp

Jim's Onboard Credit

Norwegian Prima

Norwegian Cruise Line

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

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

Average Starting Price

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

Cape Liberty • Philipsburg, St. Maarten • St John's, Antigua • Basseterre, St. Kitts and Nevis • St. Thomas • Cape Liberty

Average Starting Price

$1,393pp

Jim's Onboard Credit

FREE Specialty Dining Meal

Emerald Princess

Princess Cruises

Dec 19, 2027 - Jan 2, 2028 (14 Nights)

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

Average Starting Price

$1,613pp

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!

Vista

Oceania Cruises

Dec 16, 2028 - Dec 28, 2028 (12 Nights)

Miami • St. Thomas • Gustavia, St. Barts • St John's, Antigua • Fort-De-France, Martinique • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Nassau • Miami

Average Starting Price

$5,499pp

Jim's Onboard Credit

19% OFF

Seven Seas Grandeur

Regent Seven Seas Cruises

Dec 19, 2026 - Dec 29, 2026 (10 Nights)

Miami • St. Thomas • St John's, Antigua • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Tortola • Miami

Average Starting Price

Jan 4, 2027 - Jan 20, 2027 (16 Nights)

San Juan, Puerto Rico • Philipsburg, St. Maarten • St John's, Antigua • Little Bay, Montserrat • Tortola • Miami • Puerto Plata, Dominican Republic • Cayo Levantado, Dominican Republic • San Juan, Puerto Rico • St. Thomas • Virgin Gorda, British Virgin Islands • Miami

Average Starting Price

38% OFF

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

Port Canaveral (Orlando), Florida • Fun Day at Sea • Fun Day at Sea • St. Thomas • St John's, Antigua • Pointe-à-Pitre, Guadeloupe • Martinique • Grenada • Bridgetown, Barbados • Fun Day at Sea • Philipsburg, St. Maarten • San Juan, Puerto Rico • Fun Day at Sea • Fun Day at Sea • Port Canaveral (Orlando), Florida

Average Starting Price

$974pp

Jim's Onboard Credit

Page 20 of 81

Filters

Search Cruises