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

Disney Fantasy

Disney Cruise Line

Apr 2, 2028 - Apr 9, 2028 (7 Nights)

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

Average Starting Price

43% OFF

Jan 9, 2027 - Jan 17, 2027 (8 Nights)

Port Canaveral (Orlando), Florida • Fun Day at Sea • Fun Day at Sea • St. Thomas • Philipsburg, St. Maarten • San Juan, Puerto Rico • Fun Day at Sea • Celebration Key • Port Canaveral (Orlando), Florida

Average Starting Price

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

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

Miami • Philipsburg, St. Maarten • St. Thomas • Puerto Plata, Dominican Republic • Miami

Average Starting Price

$964pp

Jim's Onboard Credit

FREE Specialty Dining Meal

Star Princess

Princess Cruises

Oct 28, 2028 - Nov 4, 2028 (7 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • St. Thomas • Philipsburg, St. Maarten • Fort Lauderdale

Average Starting Price

$925pp

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!

Island Princess

Princess Cruises

Nov 30, 2026 - Dec 12, 2026 (12 Nights)

Fort Lauderdale • Oranjestad, Aruba • Willemstad, Curacao • St. Lucia • Bridgetown, Barbados • Dominica • Philipsburg, St. Maarten • Fort Lauderdale

Average Starting Price

41% OFF

Mar 13, 2027 - Mar 21, 2027 (8 Nights)

Miami • Philipsburg, St. Maarten • St John's, Antigua • St. Thomas • Nassau • Miami

Average Starting Price

Jan 4, 2028 - Jan 15, 2028 (11 Nights)

Fort Lauderdale • St. Thomas • St. Kitts • St. Lucia • Bridgetown, Barbados • St John's, Antigua • Philipsburg, St. Maarten • Fort Lauderdale

Average Starting Price

Jan 21, 2029 - Feb 4, 2029 (14 Nights)

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

Average Starting Price

$1,754pp

Jim's Onboard Credit

Celebrity Constellation

Celebrity Cruises

Dec 26, 2026 - Jan 2, 2027 (7 Nights)

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

Average Starting Price

$1,124pp

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!

Celebrity Apex

Celebrity Cruises

Jan 8, 2028 - Jan 15, 2028 (7 Nights)

Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Philipsburg, St. Maarten • Port Canaveral (Orlando), Florida

Average Starting Price

Jan 9, 2028 - Jan 16, 2028 (7 Nights)

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

Average Starting Price

$815pp

Jim's Onboard Credit

Page 36 of 116

Filters

Search Cruises