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

Star Princess

Princess Cruises

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

Port Canaveral (Orlando), Florida • Celebration Key • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Grand Turk • Port Canaveral (Orlando), Florida

Average Starting Price

$719pp

Jim's Onboard Credit

Luke's Port Pick
Grand Turk has it all - stunning ship views, a pool, great snorkeling, and crystal-clear water! This port will always be my favorite!

Sun Princess

Princess Cruises

Feb 28, 2027 - Mar 14, 2027 (14 Nights)

Fort Lauderdale • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Grand Turk • Fort Lauderdale • Cozumel • Roatan, Honduras • Belize City • Fort Lauderdale

Average Starting Price

$1,520pp

Jim's Onboard Credit

Luke's Port Pick
Grand Turk has it all - stunning ship views, a pool, great snorkeling, and crystal-clear water! This port will always be my favorite!

Insignia

Oceania Cruises

Nov 9, 2026 - Dec 19, 2026 (40 Nights)

Lisbon, Portugal • Arrecife (Lanzarote), Spain • Las Palmas (Gran Canaria), Spain • Santa Cruz de la Palma, Spain • San Juan, Puerto Rico • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Miami • Tortola • St John's, Antigua • Castries, St. Lucia • Scarborough (Tobago), Trinidad and Tobago • Cruising the Amazon River • Santarem, Brazil • Boca da Valeria (Amazon River), Brazil • Manaus, Brazil • Manaus, Brazil • Parintins, Brazil • Alter Do Chao, Brazil • Cruising the Amazon River • Bridgetown, Barbados • Roseau, Dominica • Philipsburg, St. Maarten • San Juan, Puerto Rico • Nassau • Miami

Average Starting Price

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

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

Average Starting Price

$769pp

Jim's Onboard Credit

27% OFF

Seven Seas Mariner

Regent Seven Seas Cruises

Oct 14, 2028 - Nov 7, 2028 (24 Nights)

Average Starting Price

Feb 5, 2027 - Feb 15, 2027 (10 Nights)

Fort Lauderdale • Celebration Key • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • St John's, Antigua • St. Kitts • Fort Lauderdale

Average Starting Price

$1,999pp

Jim's Onboard Credit

Norwegian Pearl

Norwegian Cruise Line

Feb 26, 2028 - Mar 7, 2028 (10 Nights)

Philadelphia • Tortola • St. Thomas • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Philadelphia

Average Starting Price

Dec 19, 2027 - Jan 5, 2028 (17 Nights)

San Juan, Puerto Rico • Virgin Gorda, British Virgin Islands • St John's, Antigua • Portsmouth, Dominica • Port Elizabeth (Bequia), Saint Vincent and the Grenadines • Grenada • Scarborough (Tobago), Trinidad and Tobago • Bridgetown, Barbados • Kralendijk, Bonaire • Willemstad, Curacao • Oranjestad, Aruba • Puerto Plata, Dominican Republic • Nassau • Miami

Average Starting Price

$4,929pp

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!