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, Puerto Rico×
Sort by: Recommended

Search Cruises

9% OFF
Crystal Symphony
Crystal Cruises
Dec 10, 2027 - Dec 19, 2027 (9 Nights)
San Juan, Puerto Rico • St. Kitts • Fort-De-France, Martinique • Roseau, Dominica • St John's, Antigua • Gustavia, St. Barts • Tortola • Fort Lauderdale
Average Starting Price
$3,660pp
Jim's Onboard Credit
52% OFF
MSC Meraviglia
MSC Cruises
Jan 30, 2027 - Feb 7, 2027 (8 Nights)
Miami • Nassau • San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • Miami
Average Starting Price
$528pp
Jim's Onboard Credit
Star Legend
Windstar Cruises
Dec 27, 2027 - Jan 10, 2028 (14 Nights)
San Juan, Puerto Rico • Grenada • Bequia Island, Saint Vincent • Mayreau Island, Saint Vincent and the Grenadines • Les Saintes, F.W.I. • Marigot Bay, St. Martin, French West Indies • San Juan, Puerto Rico • St. John • Gustavia, St. Barts • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • Great Harbor Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • San Juan, Puerto Rico
Average Starting Price
$4,504pp
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!

49% OFF
MSC Grandiosa
MSC Cruises
Oct 30, 2027 - Nov 14, 2027 (15 Nights)
Port Canaveral (Orlando), Florida • Nassau • Ocean Cay • Cozumel • Costa Maya • Port Canaveral (Orlando), Florida • Nassau • Ocean Cay • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Port Canaveral (Orlando), Florida
Average Starting Price
$1,348pp
Jim's Onboard Credit
Vision of the Seas
Royal Caribbean
Nov 14, 2027 - Nov 21, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St John's, Antigua • Willemstad, Curacao • Oranjestad, Aruba • San Juan, Puerto Rico
Average Starting Price
$723pp
Jim's Onboard Credit
35% OFF
Carnival Firenze
Carnival Cruise Line
Nov 28, 2027 - Dec 12, 2027 (14 Nights)
Port Canaveral (Orlando), Florida • Fun Day at Sea • Fun Day at Sea • St. Thomas • St John's, Antigua • St. Lucia • Grenada • Bridgetown, Barbados • Fun Day at Sea • Philipsburg, St. Maarten • St. Croix • San Juan, Puerto Rico • Fun Day at Sea • Fun Day at Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$1,135pp
Jim's Onboard Credit
Azamara Journey
Azamara
Jan 5, 2027 - Jan 14, 2027 (9 Nights)
San Juan, Puerto Rico • St. John • Great Harbor Jost Van Dyke, British Virgin Islands • Philipsburg, St. Maarten • St John's, Antigua • Basseterre, St. Kitts and Nevis • Tortola • Miami
Average Starting Price
$3,009pp
Jim's Onboard Credit
Disney Dream
Disney Cruise Line
Apr 16, 2027 - Apr 23, 2027 (7 Nights)
San Juan, Puerto Rico • Willemstad, Curacao • Oranjestad, Aruba • St John's, Antigua • Philipsburg, St. Maarten • San Juan, Puerto Rico
Average Starting Price
$3,927pp
Jim's Onboard Credit
Silver Shadow
Silversea
Mar 9, 2027 - Mar 23, 2027 (14 Nights)
San Juan, Puerto Rico • Great Harbor Jost Van Dyke, British Virgin Islands • St John's, Antigua • Santa Cruz de la Palma, Spain • Santa Cruz de Tenerife, Spain • Lisbon, Portugal
Average Starting Price
$5,500pp
Jim's Onboard Credit
Seabourn Ovation
Seabourn
Nov 21, 2026 - Nov 28, 2026 (7 Nights)
San Juan, Puerto Rico • St. Barthelemy, F.W.I • St. Kitts • Les Trois-Îlets • Port Elizabeth, South Africa • Kralendijk, Bonaire • Oranjestad, Aruba
Average Starting Price
$3,469pp
Jim's Onboard Credit
Emerald Princess
Princess Cruises
Nov 14, 2027 - Nov 21, 2027 (7 Nights)
Fort Lauderdale • Falmouth, Jamaica • Oranjestad, Aruba • Willemstad, Curacao • San Juan, Puerto Rico
Average Starting Price
$564pp
Jim's Onboard Credit
Disney Destiny
Disney Cruise Line
Jan 30, 2027 - Feb 6, 2027 (7 Nights)
Fort Lauderdale • Disney Lookout Cay at Lighthouse Point, Bahamas • San Juan, Puerto Rico • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$1,641pp
Jim's Onboard Credit
 Back
Page 20 of 122
Next 
Filters 
Filters
X
Active filters (1)
Port: San Juan, Puerto Rico×
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