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: Philipsburg×
Sort by: Recommended

Search Cruises

Harmony of the Seas
Royal Caribbean
Sep 4, 2027 - Sep 11, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Perfect Day Cococay • St. Thomas • Philipsburg, St. Maarten • Port Canaveral (Orlando), Florida
Average Starting Price
$948pp
Jim's Onboard Credit
28% OFF
Seven Seas Prestige
Regent Seven Seas Cruises
Jan 7, 2028 - Jan 17, 2028 (10 Nights)
Miami • Philipsburg, St. Maarten • Basseterre, St. Kitts and Nevis • St John's, Antigua • Gustavia, St. Barts • Tortola • Miami
Average Starting Price
$7,749pp
Jim's Onboard Credit
36% OFF
Carnival Magic
Carnival Cruise Line
Jul 3, 2027 - Jul 11, 2027 (8 Nights)
Miami • Relaxaway Half Moon Cay • Fun Day at Sea • San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • Fun Day at Sea • Fun Day at Sea • Miami
Average Starting Price
$964pp
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!

Star of the Seas
Royal Caribbean
Jul 4, 2027 - Jul 11, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Perfect Day Cococay • St. Thomas • Philipsburg, St. Maarten • Port Canaveral (Orlando), Florida
Average Starting Price
$1,775pp
Jim's Onboard Credit

Jim's Ship Pick
This is the BEST ship I’ve EVER sailed on! It rarely felt crowded, the food was incredible, the shows were absolutely phenomenal, and there’s something for everyone!

27% OFF
Seven Seas Voyager
Regent Seven Seas Cruises
Dec 19, 2027 - Jan 14, 2028 (26 Nights)
Miami • St. Thomas • Tortola • Philipsburg, St. Maarten • Gustavia, St. Barts • St. Kitts • St. John's • Dominica • St. Lucia • Bridgetown, Barbados • St. George's • Oranjestad, Aruba • Kralendijk, Bonaire • Willemstad, Curacao • Cartagena • Colon, Panama • Panama Canal, Panama • Puerto Limon • Falmouth • George Town, Cayman Islands • Miami
Average Starting Price
$12,449pp
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!

Utopia of the Seas
Royal Caribbean
Dec 24, 2026 - Dec 31, 2026 (7 Nights)
Port Canaveral (Orlando), Florida • Perfect Day Cococay • St. Thomas • Philipsburg, St. Maarten • Port Canaveral (Orlando), Florida
Average Starting Price
$3,595pp
Jim's Onboard Credit
FREE Specialty Dining Meal

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!

50% OFF
MSC Seashore
MSC Cruises
Nov 5, 2027 - Nov 14, 2027 (9 Nights)
Miami • Ocean Cay • Philipsburg, St. Maarten • St. Kitts • St. Thomas • Amber Cove, Dominican Republic • Miami
Average Starting Price
$888pp
Jim's Onboard Credit
Brilliant Lady
Virgin Voyages
Jan 10, 2028 - Jan 20, 2028 (10 Nights)
Miami • Philipsburg, St. Maarten • Tortola • St. Thomas • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Bimini • Miami
Average Starting Price
$1,390pp
Jim's Onboard Credit
Sky Princess
Princess Cruises
Feb 13, 2028 - Feb 20, 2028 (7 Nights)
Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$674pp
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!

Sonata
Oceania Cruises
Jan 22, 2028 - Feb 2, 2028 (11 Nights)
Miami • Philipsburg, St. Maarten • Fort-De-France, Martinique • Castries, St. Lucia • Grenada • Oranjestad, Aruba • Miami
Average Starting Price
$5,699pp
Jim's Onboard Credit
Resilient Lady
Virgin Voyages
Dec 4, 2027 - Dec 12, 2027 (8 Nights)
Miami • Philipsburg, St. Maarten • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Bimini • Miami
Average Starting Price
$1,032pp
Jim's Onboard Credit
Allura
Oceania Cruises
Mar 11, 2027 - Mar 21, 2027 (10 Nights)
Miami • St. Thomas • Philipsburg, St. Maarten • Gustavia, St. Barts • Basseterre, St. Kitts and Nevis • Tortola • Miami
Average Starting Price
$4,799pp
Jim's Onboard Credit
 Back
Page 10 of 115
Next 
Filters 
Filters
X
Active filters (1)
Port: Philipsburg×
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