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: $758pp
Outside From: $808pp
Balcony From: $1231pp
$75 Bonus Onboard Credit!
Suite From: $1315pp
$100 Bonus Onboard Credit!
Special Offers Available On This Sailing:
va_redwhiteblue.png  Cruise on Labor Day!
va_senior.png  Senior Discounts Available!
va_flag.png  Military Discounts Available!
va_hotdeal.png  Exclusive Discounted Pricing Available on This Sailing! (Click for terms.)
bpcobc.png  Bonus Onboard Credit from Best Price Cruises & Tours!
va_sale.png  Exclusive Offer: Free Soda Package for Two when Booking a Balcony or Suite! (Click for terms.)
Cruiseline:  Royal Caribbean
Ship:  Rhapsody of the Seas
Destination:  Caribbean Southern
Departing: San Juan, Puerto Rico
Saturday, Sep 19th 2026
Returning: San Juan, Puerto Rico
Saturday, Sep 26th 2026
Inside From: $553pp
Outside From: $550pp
Balcony From: $1233pp
$75 Bonus Onboard Credit!
Suite From: $1448pp
$100 Bonus Onboard Credit!
Special Offers Available On This Sailing:
va_senior.png  Senior Discounts Available!
va_hotdeal.png  Exclusive Discounted Pricing Available on This Sailing! (Click for terms.)
bpcobc.png  Bonus Onboard Credit from Best Price Cruises & Tours!
va_sale.png  Exclusive Offer: Free Soda Package for Two when Booking a Balcony or Suite! (Click for terms.)
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: $967pp
$25 Bonus Onboard Credit!
Outside From: $1017pp
$50 Bonus Onboard Credit!
Balcony From: $1364pp
$125 Bonus Onboard Credit!
Suite From: $2974pp
$400 Bonus Onboard Credit!
Special Offers Available On This Sailing:
https://booking.sigtn.com/site/images/promotions/icons_main_20_always_included.png  All Included Drinks + Wifi Package Available. (Click for terms.)
https://book.bestpricecruises.com/site/images/promotions/va_bonus.png  Exclusive* Special Pricing with "All Included" Perks! (Click for terms.)
va_bogo.png  Save Up to 75% Off 2nd Guest Cruise Fares!
va_easter.png  Cruise on Easter!
va_flag.png  Military Discounts Available!
va_flag.png  Military Discounts Available!
bpcobc.png  Bonus Onboard Credit from Best Price Cruises & Tours!
va_freetips.png  Free Prepaid Gratuities Available on Select Categories! (Value Included in Cruise Cash)
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: $727pp
$50 Bonus Onboard Credit!
Outside From: $799pp
$50 Bonus Onboard Credit!
Balcony From: $1534pp
$200 Bonus Onboard Credit!
Suite From: $1979pp
$300 Bonus Onboard Credit!
Special Offers Available On This Sailing:
va_heart.png  Cruise on Valentine’s Day!
va_presidents.png  Cruise on President’s Day!
va_hotdeal.png  Exclusive Discounted Pricing Available on This Sailing! (Click for terms.)
bpcobc.png  Bonus Onboard Credit from Best Price Cruises & Tours!
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: $1359pp
Outside From: $1439pp
$25 Bonus Onboard Credit!
Balcony From: $1539pp
$175 Bonus Onboard Credit!
Suite From: $2049pp
$425 Bonus Onboard Credit!
Special Offers Available On This Sailing:
https://booking.sigtn.com/site/images/promotions/ICONS_22_Airplane.png  Ask About Potential Air Savings. AIR MUST BE BOOKED DIRECTLY WITH NORWEGIAN. Click for terms.
https://book.bestpricecruises.com/site/images/promotions/va_info.png  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.)
https://book.bestpricecruises.com/site/images/promotions/va_coupon.png  50% Off Cruise Fares on All Sailings! (Click for terms.)
va_mlk.png  Cruise on Martin Luther King Jr. Day!
bpcobc.png  Onboard Credit! (Applies to All Categories - Value in Cruise Cash)
va_bonus.png  Exclusive: Get up to $200 Onboard Credit Per Stateroom When Booking a Balcony or Above! (Click for terms.)
Cruiseline:  Norwegian Cruise Line
Ship:  Norwegian Prima
Destination:  Caribbean Southern
Departing: San Juan, Puerto Rico
Sunday, Feb 14th 2027
Returning: San Juan, Puerto Rico
Sunday, Feb 21st 2027
Inside From: $1299pp
$25 Bonus Onboard Credit!
Outside From: $1409pp
$25 Bonus Onboard Credit!
Balcony From: $1649pp
$200 Bonus Onboard Credit!
Suite From: $2409pp
$500 Bonus Onboard Credit!
Special Offers Available On This Sailing:
https://booking.sigtn.com/site/images/promotions/ICONS_22_Airplane.png  Ask About Potential Air Savings. AIR MUST BE BOOKED DIRECTLY WITH NORWEGIAN. Click for terms.
https://book.bestpricecruises.com/site/images/promotions/va_info.png  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.)
https://book.bestpricecruises.com/site/images/promotions/va_coupon.png  50% Off Cruise Fares on All Sailings! (Click for terms.)
va_heart.png  Cruise on Valentine’s Day!
va_presidents.png  Cruise on President’s Day!
bpcobc.png  Onboard Credit! (Applies to All Categories - Value in Cruise Cash)
va_bonus.png  Exclusive: Get up to $200 Onboard Credit Per Stateroom When Booking a Balcony or Above! (Click for terms.)
Cruiseline:  Carnival Cruise Line
Ship:  Carnival Horizon
Destination:  Caribbean Southern
Departing: Miami, Florida
Saturday, Jan 16th 2027
Returning: Miami, Florida
Sunday, Jan 24th 2027
Inside From: $629pp
Outside From: $814pp
$25 Bonus Onboard Credit!
Balcony From: $1054pp
$50 Bonus Onboard Credit!
Suite From: $1429pp
$125 Bonus Onboard Credit!
Special Offers Available On This Sailing:
va_mlk.png  Cruise on Martin Luther King Jr. Day!
va_flag.png  Military Discounts Available!
va_flag.png  Military Discounts Available!
va_earlysaver.png  Early Saver Fares Available: Lowest Price with Price Protection!
Cruiseline:  Norwegian Cruise Line
Ship:  Norwegian Gem
Destination:  Caribbean Southern
Departing: Tampa, Florida
Monday, Jan 4th 2027
Returning: Tampa, Florida
Thursday, Jan 14th 2027
Inside From: $1029pp
Outside From: $1079pp
Balcony From: $2029pp
$200 Bonus Onboard Credit!
Suite From: $2289pp
$425 Bonus Onboard Credit!
Special Offers Available On This Sailing:
https://booking.sigtn.com/site/images/promotions/ICONS_22_Airplane.png  Ask About Potential Air Savings. AIR MUST BE BOOKED DIRECTLY WITH NORWEGIAN. Click for terms.
https://book.bestpricecruises.com/site/images/promotions/va_info.png  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.)
https://book.bestpricecruises.com/site/images/promotions/va_coupon.png  50% Off Cruise Fares on All Sailings! (Click for terms.)
bpcobc.png  Onboard Credit! (Applies to All Categories - Value in Cruise Cash)
va_bonus.png  Exclusive: Get up to $200 Onboard Credit Per Stateroom When Booking a Balcony or Above! (Click for terms.)
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: $1359pp
$125 Bonus Onboard Credit!
Suite From: $3252pp
$450 Bonus Onboard Credit!
Special Offers Available On This Sailing:
https://booking.sigtn.com/site/images/promotions/icons_main_20_always_included.png  All Included Drinks + Wifi Package Available. (Click for terms.)
https://book.bestpricecruises.com/site/images/promotions/va_bonus.png  Exclusive* Special Pricing with "All Included" Perks! (Click for terms.)
va_bogo.png  Save Up to 75% Off 2nd Guest Cruise Fares!
va_redwhiteblue.png  Cruise on Labor Day!
bpcobc.png  Bonus Onboard Credit from Best Price Cruises & Tours!
va_freetips.png  Free Prepaid Gratuities Available on Select Categories! (Value Included in Cruise Cash)
Cruiseline:  Celebrity Cruises
Ship:  Celebrity Constellation
Destination:  Caribbean Southern
Departing: San Juan, Puerto Rico
Saturday, Feb 13th 2027
Returning: San Juan, Puerto Rico
Saturday, Feb 20th 2027
Inside From: $890pp
$25 Bonus Onboard Credit!
Outside From: $892pp
$50 Bonus Onboard Credit!
Balcony From: $1265pp
$100 Bonus Onboard Credit!
Suite From: $3220pp
$450 Bonus Onboard Credit!
Special Offers Available On This Sailing:
https://booking.sigtn.com/site/images/promotions/icons_main_20_always_included.png  All Included Drinks + Wifi Package Available. (Click for terms.)
https://book.bestpricecruises.com/site/images/promotions/va_bonus.png  Exclusive* Special Pricing with "All Included" Perks! (Click for terms.)
va_bogo.png  Save Up to 75% Off 2nd Guest Cruise Fares!
va_heart.png  Cruise on Valentine’s Day!
va_presidents.png  Cruise on President’s Day!
bpcobc.png  Bonus Onboard Credit from Best Price Cruises & Tours!
va_freetips.png  Free Prepaid Gratuities Available on Select Categories! (Value Included in Cruise Cash)
Cruiseline:  Carnival Cruise Line
Ship:  Carnival Horizon
Destination:  Caribbean Southern
Departing: Miami, Florida
Saturday, Mar 27th 2027
Returning: Miami, Florida
Sunday, Apr 4th 2027
Inside From: $749pp
Outside From: $949pp
$25 Bonus Onboard Credit!
Balcony From: $1194pp
$50 Bonus Onboard Credit!
Suite From: $2251pp
$225 Bonus Onboard Credit!
Special Offers Available On This Sailing:
va_easter.png  Cruise on Easter!
va_flag.png  Military Discounts Available!
va_flag.png  Military Discounts Available!
va_earlysaver.png  Early Saver Fares Available: Lowest Price with Price Protection!
Cruiseline:  Carnival Cruise Line
Ship:  Carnival Magic
Destination:  Caribbean Southern
Departing: Miami, Florida
Saturday, Sep 11th 2027
Returning: Miami, Florida
Sunday, Sep 19th 2027
Inside From: $614pp
Outside From: $824pp
$25 Bonus Onboard Credit!
Balcony From: $989pp
$50 Bonus Onboard Credit!
Suite From: $1861pp
$175 Bonus Onboard Credit!
Special Offers Available On This Sailing:
va_flag.png  Military Discounts Available!
va_flag.png  Military Discounts Available!
va_earlysaver.png  Early Saver Fares Available: Lowest Price with Price Protection!
Cruiseline:  MSC Cruises
Ship:  MSC Seaview
Destination:  Caribbean Southern
Departing: Pointe a Pitre, Guadeloupe
Sunday, Mar 21st 2027
Returning: Pointe a Pitre, Guadeloupe
Sunday, Mar 28th 2027
Inside From: $1008pp
$100 Bonus Onboard Credit!
Outside From: $1115pp
$125 Bonus Onboard Credit!
Balcony From: $1325pp
$150 Bonus Onboard Credit!
Suite From: $1909pp
$250 Bonus Onboard Credit!
Special Offers Available On This Sailing:
va_easter.png  Cruise on Easter!
Cruiseline:  MSC Cruises
Ship:  MSC Seaview
Destination:  Caribbean Southern
Departing: Pointe a Pitre, Guadeloupe
Sunday, Feb 7th 2027
Returning: Pointe a Pitre, Guadeloupe
Sunday, Feb 14th 2027
Inside From: $1186pp
$125 Bonus Onboard Credit!
Balcony From: $1493pp
$150 Bonus Onboard Credit!
Suite From: $1883pp
$250 Bonus Onboard Credit!
Special Offers Available On This Sailing:
va_heart.png  Cruise on Valentine’s Day!
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:
https://book.bestpricecruises.com/site/images/promotions/va_xmas.png  Cruise on Christmas!
https://book.bestpricecruises.com/site/images/promotions/va_newyear.png  Ring in the New Year on this Cruise!
https://book.bestpricecruises.com/site/images/promotions/va_hanukkah.png  Cruise during Hanukkah!
Cruiseline:  Azamara
Ship:  Azamara Journey
Destination:  Caribbean Southern
Departing: San Juan, Puerto Rico
Saturday, Dec 5th 2026
Returning: Bridgetown, Barbados
Saturday, Dec 12th 2026
Inside From: $1589pp
Outside From: $1949pp
$100 Bonus Onboard Credit!
Balcony From: $2539pp
$200 Bonus Onboard Credit!
Suite From: $4009pp
$400 Bonus Onboard Credit!
Special Offers Available On This Sailing:
https://book.bestpricecruises.com/site/images/promotions/va_hanukkah.png  Cruise during Hanukkah!
va_freetips.png  Gratuities Included!
va_drink.png  Wine, Beer, Liquor, Water & Soda Included!
va_anchor.png  Complimentary AzAmazing Evening Shore Event Included!
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: $1889pp
Outside From: $2369pp
$100 Bonus Onboard Credit!
Balcony From: $3029pp
$250 Bonus Onboard Credit!
Suite From: $4639pp
$450 Bonus Onboard Credit!
Special Offers Available On This Sailing:
https://book.bestpricecruises.com/site/images/promotions/va_fall.png  Cruise on Thanksgiving!
va_freetips.png  Gratuities Included!
va_drink.png  Wine, Beer, Liquor, Water & Soda Included!
va_anchor.png  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: $8109pp
$225 Bonus Onboard Credit!
Outside From: $8781pp
$400 Bonus Onboard Credit!
Balcony From: $10309pp
$850 Bonus Onboard Credit!
Suite From: $11714pp
$1200 Bonus Onboard Credit!
Special Offers Available On This Sailing:
https://booking.sigtn.com/site/images/promotions/ICONS_Main_17_PCL%20PREMIER.png  Princess Premier Fares: Includes Princess Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.)
https://book.bestpricecruises.com/site/images/promotions/va_info.png  American and Canadian Military Members Receive $250 Onboard Credit! (Click for terms.)
https://booking.sigtn.com/site/images/promotions/ICONS_Main_16_PCL%20PLUS.png  Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.)
https://book.bestpricecruises.com/site/images/promotions/va_sale.png  The Princess Spring Savings Sale – Up to 50% Off + Up to $1,000 Instant Savings! (Click for terms.)
https://book.bestpricecruises.com/site/images/promotions/va_lowdep.png  The Princess Spring Savings Sale – 50% Reduced Deposits! (Click for terms.)
https://book.bestpricecruises.com/site/images/promotions/va_fall.png  Cruise on Thanksgiving!
va_veterans.png  Cruise on Veteran’s Day!
bpcobc.png  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: $2799pp
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: $2059pp
Outside From: $2579pp
$150 Bonus Onboard Credit!
Balcony From: $3299pp
$300 Bonus Onboard Credit!
Suite From: $5059pp
$500 Bonus Onboard Credit!
Special Offers Available On This Sailing:
va_veterans.png  Cruise on Veteran’s Day!
va_freetips.png  Gratuities Included!
va_drink.png  Wine, Beer, Liquor, Water & Soda Included!
va_anchor.png  Complimentary AzAmazing Evening Shore Event Included!

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Royal Caribbean - Exclusive Special Rate Sale on Now!

Get ready — Exciting offers are waiting for you onboard Royal Caribbean! Exclusive Special Rate Sale: FREE Soda Pkg. for Two + Up to $900 OBC! Save hundreds to thousands of dollars!

Princess Limited-Time Exclusive: Up to $1,000 OBC + Up to $500 Savings!

Unforgettable memories (and deals) are in bloom! Look ahead to incredible vacation memories aboard Princess. Up to $1,000 OBC + Up to $500 Savings! +$99 deposit!

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).

Seabourn: Luxury Meets Exploration - Up to $2,000 OBC on Ocean & Expedition

Set sail on Extraordinary, Luxurious Voyages with Seabourn! ALL 2027 & 2028 Sailings on Sale! Plus, Receive Up to 15% Savings + Up to $2,000 OBC & more!

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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