Caribbean Breeze Travel Logo
About UsMy BookingFeatured OffersSail With MeLet Jim HelpGuidesTransfer CruiseSearch Cruises
Search Cruises
Let's Find Your Cruise

Displayed prices are starting points! I often have better deals that are not reflected!

Filters 
Cruise Lines
Ships
Cruise Dates
By Month
By Date
2026
JanuaryJanFebruaryFebMarchMarAprilAprMayMayJuneJunJulyJulAugustAugSeptemberSepOctoberOctNovemberNovDecemberDec
2027
JanuaryJanFebruaryFebMarchMarAprilAprMayMayJuneJunJulyJulAugustAugSeptemberSepOctoberOctNovemberNovDecemberDec


October 2026

S
M
T
W
T
F
S
12345678910111213141516171819202122232425262728293031
Nights

to

Departure Ports
Regions
Ports of Call
Room Type
Clear All Filters
Port: San Juan×
Sort by: Recommended

Search Cruises

Celebrity Summit
Celebrity Cruises
Apr 13, 2028 - Apr 21, 2028 (8 Nights)
Fort Lauderdale • Grand Turk • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Thomas • Fort Lauderdale
Average Starting Price
$806pp
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!

Norwegian Bliss
Norwegian Cruise Line
Dec 11, 2026 - Dec 23, 2026 (12 Nights)
Manhattan • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Kitts • Tortola • Philipsburg, St. Maarten • St. Thomas • Manhattan
Average Starting Price
$1,219pp
Jim's Onboard Credit
Disney Fantasy
Disney Cruise Line
Apr 29, 2028 - May 6, 2028 (7 Nights)
San Juan, Puerto Rico • Oranjestad, Aruba • Kralendijk, Bonaire • Willemstad, Curacao • Philipsburg, St. Maarten • San Juan, Puerto Rico
Average Starting Price
$2,296pp
Jim's Onboard Credit
Caribbean Princess
Princess Cruises
Dec 17, 2028 - Dec 28, 2028 (11 Nights)
San Juan, Puerto Rico • St. Thomas • St. Kitts • Martinique • Grenada • Bridgetown, Barbados • Willemstad, Curacao • Oranjestad, Aruba • Kralendijk, Bonaire • San Juan, Puerto Rico
Average Starting Price
$1,850pp
Jim's Onboard Credit
9% OFF
Crystal Serenity
Crystal Cruises
Feb 12, 2028 - Feb 29, 2028 (17 Nights)
Fort Lauderdale • Tortola • Gustavia, St. Barts • Roseau, Dominica • St. Kitts • San Juan, Puerto Rico • St John's, Antigua • Pointe-à-Pitre, Guadeloupe • Castries, St. Lucia • Grenada • Kralendijk, Bonaire • Willemstad, Curacao • Oranjestad, Aruba • Cartagena, Colombia
Average Starting Price
$7,770pp
Jim's Onboard Credit
Regal Princess
Princess Cruises
Jan 9, 2028 - Jan 23, 2028 (14 Nights)
Miami • St. Kitts • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Miami • Relaxaway Half Moon Cay • St. Thomas • Philipsburg, St. Maarten • Miami
Average Starting Price
$1,088pp
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!

Seabourn Pursuit
Seabourn
Sep 24, 2028 - Oct 18, 2028 (24 Nights)
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
$14,488pp
Jim's Onboard Credit
Sky Princess
Princess Cruises
Jan 16, 2028 - Jan 23, 2028 (7 Nights)
Fort Lauderdale • St. Kitts • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Fort Lauderdale
Average Starting Price
$529pp
Jim's Onboard Credit
48% OFF
MSC World America
MSC Cruises
Aug 21, 2027 - Sep 4, 2027 (14 Nights)
Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Ocean Cay • Miami • Roatan, Honduras • Costa Maya • Cozumel • Ocean Cay • Miami
Average Starting Price
$1,731pp
Jim's Onboard Credit

Jim Sr's Ship Pick
This ship never felt crowded - and the Pizza & Burger spot was a total win!

Sonata
Oceania Cruises
Oct 19, 2028 - Nov 16, 2028 (28 Nights)
Rome (Civitavecchia), Italy • Salerno, Italy • Messina (Taormina), Italy • Valletta, Malta • La Goulette, Tunisia • Cagliari, Italy • Alicante, Spain • Cartagena, Spain • Melilla, Morocco • Malaga, Spain • Cadiz, Spain • Lisbon, Portugal • Portimão, Portugal • Funchal, Portugal • Santa Cruz de Tenerife, Spain • Santa Cruz de la Palma, Spain • San Juan, Puerto Rico • Miami
Average Starting Price
$11,049pp
Jim's Onboard Credit
Grandeur of the Seas
Royal Caribbean
Jun 12, 2027 - Jun 19, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St. Croix • Philipsburg, St. Maarten • Castries, St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$795pp
Jim's Onboard Credit
Eurodam
Holland America Line
Dec 19, 2026 - Jan 2, 2027 (14 Nights)
Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale • Relaxaway Half Moon Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale
Average Starting Price
$2,519pp
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!

 Back
Page 70 of 129
Next 
Filters 
Filters
X
Active filters (1)
Port: San Juan×
Clear all filters
Cruise Lines
Ships
Cruise Dates
By Month
By Date
2026
JanFebMarAprMayJunJulAugSepOctNovDec
2027
JanFebMarAprMayJunJulAugSepOctNovDec
2028
JanFebMarAprMayJunJulAugSepOctNovDec


October 2026
November 2026

S
M
T
W
T
F
S
12345678910111213141516171819202122232425262728293031
Nights

to

Departure Ports
Regions
Ports of Call
Room Type
Show Results
Caribbean Breeze Travel Logo
Welcome to the CBT Family!
  • Open 24/7
  • [email protected]
Cruise SearchContact Us

Explore Cruises

  • Cruise Destinations
  • Departure Ports
  • Cruise Lines
  • Private Destinations

Your Booking

  • My Booking
  • Transfer Cruise

Help & Guides

  • Cruise Guides
  • FAQ
  • Contact Us
© 2026 Caribbean Breeze Travel · Family-owned since 2015Photo Credits