Top 25 Deals On Caribbean Southern Cruises
| Cruiseline: | Royal Caribbean |
| Ship: | Rhapsody of the Seas |
| Destination: | Caribbean Southern |
| Departing: | San Juan, Puerto Rico |
| Saturday, Sep 5th 2026 | |
| Returning: | San Juan, Puerto Rico |
| Saturday, Sep 12th 2026 |
| Inside From: | $664pp | |
| Outside From: | $714pp | |
| Balcony From: | $1064pp | |
 $75 Bonus Onboard Credit! | ||
| Suite From: | $1344pp | |
| $100 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Buy One Guest, Get the 2nd Guest 60% Off! (Click for terms.)
Up to $850 Savings Sale! (Click for terms.)
Cruise on Labor Day!
Senior Discounts Available!
Military Discounts Available!
Exclusive Discounted Pricing Available on This Sailing! (Click for terms.)
Bonus Onboard Credit from Best Price Cruises & Tours!
Exclusive Offer: Free Soda Package for Two when Booking a Balcony or Suite! (Click for terms.)
| Cruiseline: | Royal Caribbean |
| Ship: | Vision of the Seas |
| Destination: | Caribbean Southern |
| Departing: | San Juan, Puerto Rico |
| Sunday, Feb 14th 2027 | |
| Returning: | San Juan, Puerto Rico |
| Sunday, Feb 21st 2027 |
| Inside From: | $631pp | |
| Outside From: | $750pp | |
| Balcony From: | $1751pp | |
| $150 Bonus Onboard Credit! | ||
| Suite From: | $1658pp | |
| $200 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Buy One Guest, Get the 2nd Guest 60% Off! (Click for terms.)
Up to $850 Savings Sale! (Click for terms.)
Cruise on Valentine’s Day!
Cruise on President’s Day!
Exclusive Discounted Pricing Available on This Sailing! (Click for terms.)
Bonus Onboard Credit from Best Price Cruises & Tours!| Cruiseline: | Royal Caribbean |
| Ship: | Rhapsody of the Seas |
| Destination: | Caribbean Southern |
| Departing: | San Juan, Puerto Rico |
| Saturday, Feb 13th 2027 | |
| Returning: | San Juan, Puerto Rico |
| Saturday, Feb 20th 2027 |
| Inside From: | $669pp | |
| Outside From: | $726pp | |
| Balcony From: | $1518pp | |
| $150 Bonus Onboard Credit! | ||
| Suite From: | $1514pp | |
| $150 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Buy One Guest, Get the 2nd Guest 60% Off! (Click for terms.)
Up to $850 Savings Sale! (Click for terms.)
Cruise on Valentine’s Day!
Cruise on President’s Day!
Exclusive Discounted Pricing Available on This Sailing! (Click for terms.)
Bonus Onboard Credit from Best Price Cruises & Tours!
| Cruiseline: | Carnival Cruise Line |
| Ship: | Carnival Horizon |
| Destination: | Caribbean Southern |
| Departing: | Miami, Florida |
| Saturday, Feb 13th 2027 | |
| Returning: | Miami, Florida |
| Sunday, Feb 21st 2027 |
| Inside From: | $529pp | |
| Outside From: | $719pp | |
| Balcony From: | $1128pp | |
| $50 Bonus Onboard Credit! | ||
| Suite From: | $2125pp | |
| $200 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Cruise on Valentine’s Day!
Cruise on President’s Day!
Early Saver Fares Available: Lowest Price with Price Protection!
| Cruiseline: | Celebrity Cruises |
| Ship: | Celebrity Constellation |
| Destination: | Caribbean Southern |
| Departing: | San Juan, Puerto Rico |
| Saturday, Mar 27th 2027 | |
| Returning: | San Juan, Puerto Rico |
| Saturday, Apr 3rd 2027 |
| Inside From: | $892pp | |
| $25 Bonus Onboard Credit! | ||
| Outside From: | $936pp | |
| $50 Bonus Onboard Credit! | ||
| Balcony From: | $1419pp | |
| $125 Bonus Onboard Credit! | ||
| Suite From: | $3172pp | |
| $425 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
All Included Drinks + Wifi Package Available. (Click for terms.)
Exclusive* Special Pricing with "All Included" Perks! (Click for terms.)
Cruise on Easter!
Military Discounts Available!
Military Discounts Available!
Bonus Onboard Credit from Best Price Cruises & Tours!
Free Prepaid Gratuities Available on Select Categories! (Value Included in Cruise Cash)
| Cruiseline: | Celebrity Cruises |
| Ship: | Celebrity Reflection |
| Destination: | Caribbean Southern |
| Departing: | Ft Lauderdale, Florida |
| Saturday, Sep 4th 2027 | |
| Returning: | Ft Lauderdale, Florida |
| Sunday, Sep 12th 2027 |
| Inside From: | $1014pp | |
| $25 Bonus Onboard Credit! | ||
| Outside From: | $1264pp | |
| $75 Bonus Onboard Credit! | ||
| Balcony From: | $1337pp | |
| $100 Bonus Onboard Credit! | ||
| Suite From: | $3073pp | |
| $425 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
All Included Drinks + Wifi Package Available. (Click for terms.)
Exclusive* Special Pricing with "All Included" Perks! (Click for terms.)
Cruise on Labor Day!
Bonus Onboard Credit from Best Price Cruises & Tours!
Free Prepaid Gratuities Available on Select Categories! (Value Included in Cruise Cash)
| Cruiseline: | Norwegian Cruise Line |
| Ship: | Norwegian Gem |
| Destination: | Caribbean Southern |
| Departing: | Miami, Florida |
| Wednesday, Jan 12th 2028 | |
| Returning: | Miami, Florida |
| Friday, Jan 21st 2028 |
| Inside From: | $1019pp | |
| Outside From: | $1169pp | |
| Balcony From: | $1919pp | |
| $350 Bonus Onboard Credit! | ||
| Suite From: | $1999pp | |
| $375 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Ask About Potential Air Savings. AIR MUST BE BOOKED DIRECTLY WITH NORWEGIAN. Click for terms.
Receive Up to Five "Free at Sea" Perks in Select Staterooms with Select Fares. Choose your perks! Perks vary by fare/promo code selected. Service Charges/Fees Will Apply* (Click for terms.)
Hot Deal – 50% Off Cruise Fares! (Click for terms.)
Cruise on Martin Luther King Jr. Day!
Onboard Credit! (Applies to All Categories - Value in Cruise Cash)
| Cruiseline: | Carnival Cruise Line |
| Ship: | Carnival Pride |
| Destination: | Caribbean Southern |
| Departing: | Baltimore, Maryland |
| Sunday, Nov 1st 2026 | |
| Returning: | Baltimore, Maryland |
| Sunday, Nov 15th 2026 |
| Inside From: | $1809pp | |
| $25 Bonus Onboard Credit! | ||
| Balcony From: | $2599pp | |
| $175 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Cruise on Veteran’s Day!
Military Discounts Available!
Military Discounts Available!
Military Discounts Available!
Early Saver Fares Available: Lowest Price with Price Protection!
| Cruiseline: | Carnival Cruise Line |
| Ship: | Carnival Venezia |
| Destination: | Caribbean Southern |
| Departing: | Miami, Florida |
| Saturday, Sep 4th 2027 | |
| Returning: | Miami, Florida |
| Sunday, Sep 12th 2027 |
| Inside From: | $644pp | |
| Outside From: | $844pp | |
| $25 Bonus Onboard Credit! | ||
| Balcony From: | $1104pp | |
| $50 Bonus Onboard Credit! | ||
| Suite From: | $2484pp | |
| $275 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Cruise on Labor Day!
Early Saver Fares Available: Lowest Price with Price Protection!| Cruiseline: | Celebrity Cruises |
| Ship: | Celebrity Reflection |
| Destination: | Caribbean Southern |
| Departing: | Ft Lauderdale, Florida |
| Friday, Sep 4th 2026 | |
| Returning: | Ft Lauderdale, Florida |
| Saturday, Sep 12th 2026 |
| Inside From: | $1036pp | |
| $50 Bonus Onboard Credit! | ||
| Outside From: | $1181pp | |
| $75 Bonus Onboard Credit! | ||
| Balcony From: | $1172pp | |
| $100 Bonus Onboard Credit! | ||
| Suite From: | $3664pp | |
| $500 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
All Included Drinks + Wifi Package Available. (Click for terms.)
Exclusive* Special Pricing with "All Included" Perks! (Click for terms.)
Cruise on Labor Day!
Bonus Onboard Credit from Best Price Cruises & Tours!
Free Prepaid Gratuities Available on Select Categories! (Value Included in Cruise Cash)
| Cruiseline: | Norwegian Cruise Line |
| Ship: | Norwegian Prima |
| Destination: | Caribbean Southern |
| Departing: | San Juan, Puerto Rico |
| Sunday, Jan 17th 2027 | |
| Returning: | San Juan, Puerto Rico |
| Sunday, Jan 24th 2027 |
| Inside From: | $1379pp | |
| $25 Bonus Onboard Credit! | ||
| Outside From: | $1479pp | |
| $75 Bonus Onboard Credit! | ||
| Balcony From: | $1589pp | |
| $350 Bonus Onboard Credit! | ||
| Suite From: | $1959pp | |
| $400 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Ask About Potential Air Savings. AIR MUST BE BOOKED DIRECTLY WITH NORWEGIAN. Click for terms.
Receive Up to Five "Free at Sea" Perks in Select Staterooms with Select Fares. Choose your perks! Perks vary by fare/promo code selected. Service Charges/Fees Will Apply* (Click for terms.)
Hot Deal – 50% Off Cruise Fares! (Click for terms.)
Cruise on Martin Luther King Jr. Day!
Onboard Credit! (Applies to All Categories - Value in Cruise Cash)| Cruiseline: | Norwegian Cruise Line |
| Ship: | Norwegian Prima |
| Destination: | Caribbean Southern |
| Departing: | San Juan, Puerto Rico |
| Saturday, Jan 1st 2028 | |
| Returning: | San Juan, Puerto Rico |
| Saturday, Jan 8th 2028 |
| Inside From: | $1309pp | |
| $25 Bonus Onboard Credit! | ||
| Outside From: | $1509pp | |
| $75 Bonus Onboard Credit! | ||
| Balcony From: | $1759pp | |
| $350 Bonus Onboard Credit! | ||
| Suite From: | $2659pp | |
| $500 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Ask About Potential Air Savings. AIR MUST BE BOOKED DIRECTLY WITH NORWEGIAN. Click for terms.
Receive Up to Five "Free at Sea" Perks in Select Staterooms with Select Fares. Choose your perks! Perks vary by fare/promo code selected. Service Charges/Fees Will Apply* (Click for terms.)
Hot Deal – 50% Off Cruise Fares! (Click for terms.)
Ring in the New Year on this Cruise!
Cruise during Hanukkah!
Onboard Credit! (Applies to All Categories - Value in Cruise Cash)
| Cruiseline: | MSC Cruises |
| Ship: | MSC Meraviglia |
| Destination: | Caribbean Southern |
| Departing: | Fort de France, Martinique |
| Saturday, Dec 25th 2027 | |
| Returning: | Fort de France, Martinique |
| Saturday, Jan 1st 2028 |
| Inside From: | $1890pp | |
| $225 Bonus Onboard Credit! | ||
| Outside From: | $2070pp | |
| $250 Bonus Onboard Credit! | ||
| Balcony From: | $2360pp | |
| $300 Bonus Onboard Credit! | ||
| Suite From: | $3780pp | |
| $600 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Cruise on Christmas!
Ring in the New Year on this Cruise!
Cruise during Hanukkah!
| Cruiseline: | MSC Cruises |
| Ship: | MSC World Europa |
| Destination: | Caribbean Southern |
| Departing: | Pointe a Pitre, Guadeloupe |
| Sunday, Mar 21st 2027 | |
| Returning: | Pointe a Pitre, Guadeloupe |
| Sunday, Mar 28th 2027 |
| Inside From: | $1139pp | |
| $125 Bonus Onboard Credit! | ||
| Balcony From: | $1449pp | |
| $150 Bonus Onboard Credit! | ||
| Suite From: | $2499pp | |
| $350 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Cruise on Easter!| Cruiseline: | MSC Cruises |
| Ship: | MSC Meraviglia |
| Destination: | Caribbean Southern |
| Departing: | Fort de France, Martinique |
| Saturday, Apr 15th 2028 | |
| Returning: | Fort de France, Martinique |
| Saturday, Apr 22nd 2028 |
| Inside From: | $1180pp | |
| $125 Bonus Onboard Credit! | ||
| Outside From: | $1360pp | |
| $150 Bonus Onboard Credit! | ||
| Balcony From: | $1590pp | |
| $200 Bonus Onboard Credit! | ||
| Suite From: | $2870pp | |
| $450 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Cruise on Easter!
| Cruiseline: | Azamara |
| Ship: | Azamara Journey |
| Destination: | Caribbean Southern |
| Departing: | San Juan, Puerto Rico |
| Saturday, Nov 21st 2026 | |
| Returning: | Bridgetown, Barbados |
| Saturday, Nov 28th 2026 |
| Inside From: | $1729pp | |
| Outside From: | $2149pp | |
| $100 Bonus Onboard Credit! | ||
| Balcony From: | $2759pp | |
| $200 Bonus Onboard Credit! | ||
| Suite From: | $4209pp | |
| $400 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Cruise on Thanksgiving!
Gratuities Included!
Wine, Beer, Liquor, Water & Soda Included!
Complimentary AzAmazing Evening Shore Event Included!| Cruiseline: | Azamara |
| Ship: | Azamara Journey |
| Destination: | Caribbean Southern |
| Departing: | San Juan, Puerto Rico |
| Saturday, Dec 5th 2026 | |
| Returning: | Bridgetown, Barbados |
| Saturday, Dec 12th 2026 |
| Outside From: | $2159pp | |
| $100 Bonus Onboard Credit! | ||
| Balcony From: | $2819pp | |
| $250 Bonus Onboard Credit! | ||
| Suite From: | $4459pp | |
| $450 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Cruise during Hanukkah!
Gratuities Included!
Wine, Beer, Liquor, Water & Soda Included!
Complimentary AzAmazing Evening Shore Event Included!| Cruiseline: | Azamara |
| Ship: | Azamara Journey |
| Destination: | Caribbean Southern |
| Departing: | San Juan, Puerto Rico |
| Saturday, Nov 7th 2026 | |
| Returning: | Bridgetown, Barbados |
| Saturday, Nov 14th 2026 |
| Inside From: | $1969pp | |
| Outside From: | $2469pp | |
| $150 Bonus Onboard Credit! | ||
| Balcony From: | $3169pp | |
| $250 Bonus Onboard Credit! | ||
| Suite From: | $4849pp | |
| $500 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Cruise on Veteran’s Day!
Gratuities Included!
Wine, Beer, Liquor, Water & Soda Included!
Complimentary AzAmazing Evening Shore Event Included!
| Cruiseline: | Princess |
| Ship: | Coral Princess |
| Destination: | Caribbean Southern |
| Departing: | New York City, New York |
| Friday, Oct 15th 2027 | |
| Returning: | New York City, New York |
| Friday, Nov 26th 2027 |
| Inside From: | $8759pp | |
| $300 Bonus Onboard Credit! | ||
| Outside From: | $9734pp | |
| $575 Bonus Onboard Credit! | ||
| Balcony From: | $12259pp | |
| $1275 Bonus Onboard Credit! | ||
| Suite From: | $13884pp | |
| $1500 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Princess Premier Fares: Includes Princess Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.)
American and Canadian Military Members Receive $250 Onboard Credit! (Click for terms.)
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.)
Discover the World Sale - Up to 40% Off + Up to $400 Instant Savings per Stateroom + $99 Deposits per Person + Free 3rd & 4th Guests! (Click for terms.)
Cruise on Thanksgiving!
Cruise on Veteran’s Day!
Onboard Credit! (Applies to All Categories - Value in Cruise Cash)
| Cruiseline: | Margaritaville at Sea |
| Ship: | Margaritaville Beachcomber |
| Destination: | Caribbean Southern |
| Departing: | Miami, Florida |
| Friday, Apr 16th 2027 | |
| Returning: | Miami, Florida |
| Saturday, Apr 24th 2027 |
| Inside From: | $999pp | |
| Outside From: | $1399pp | |
| Balcony From: | $2899pp |
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Holland America: FLEETWIDE Onboard Credit + Anniversary Sale & more!
Take advantage of combined savings with Fleetwide Onboard Credit + Holland's Anniversary Sale! Up to 30% OFF + Up to $400 OBC on select 2026-2027 Sailings!
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Norwegian | Up to 50% OFF All Cruises + Double Your Deposit!
*Exclusive! Up To 50% OFF All Cruises + Save $250 OFF Final Payment when booking Balcony+ on Select Sept. '26 - Mar. 2028 Sailings! Hurry, offer ends soon!
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Silversea: All-Inclusive Luxury Cruising
Ultra-luxury ships sailing on immersive journeys to all seven continents! Save up to $7,000 + get a $1,000 Shipboard Credit! Plus, Reduced Deposits from 15% (select 2027 sailings).
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Holland America | Legendary Voyages 2027–2028: Flagship Collection
Legendary Voyages are Holland America’s flagship collection of 25-59 Day itineraries, created for travelers who value connection, curiosity, and unhurried exploration.
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