Top 25 Deals On Caribbean Southern Cruises

Cruiseline:  Royal Caribbean
Ship:  Rhapsody of the Seas
Destination:  Caribbean Southern
Departing: San Juan, Puerto Rico
Saturday, Feb 27th 2027
Returning: San Juan, Puerto Rico
Saturday, Mar 6th 2027
Inside From: $659pp
Outside From: $689pp
Balcony From: $1194pp
$75 Bonus Onboard Credit!
Suite From: $1286pp
$100 Bonus Onboard Credit!
Special Offers Available On This Sailing:
https://booking.sigtn.com/site/images/promotions/ICONS_Main_35_Medal.png  Extra 10% Off for Military Members! (Click for terms.)
va_coupon.png  Beat the Clock: Up to $900 Savings! (Click for terms.)
va_senior.png  Senior Discounts Available!
va_pf.png  Police/Fire/EMT 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!
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: $570pp
Outside From: $679pp
Balcony From: $1490pp
$125 Bonus Onboard Credit!
Suite From: $1603pp
$200 Bonus Onboard Credit!
Special Offers Available On This Sailing:
https://booking.sigtn.com/site/images/promotions/ICONS_Main_35_Medal.png  Extra 10% Off for Military Members! (Click for terms.)
va_coupon.png  Beat the Clock: Up to $900 Savings! (Click for terms.)
va_heart.png  Cruise on Valentine’s Day!
va_presidents.png  Cruise on President’s Day!
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!
Cruiseline:  Royal Caribbean
Ship:  Rhapsody of the Seas
Destination:  Caribbean Southern
Departing: San Juan, Puerto Rico
Saturday, Jan 16th 2027
Returning: San Juan, Puerto Rico
Saturday, Jan 23rd 2027
Inside From: $569pp
Outside From: $629pp
Balcony From: $1079pp
$75 Bonus Onboard Credit!
Suite From: $1292pp
$100 Bonus Onboard Credit!
Special Offers Available On This Sailing:
https://booking.sigtn.com/site/images/promotions/ICONS_Main_35_Medal.png  Extra 10% Off for Military Members! (Click for terms.)
va_coupon.png  Beat the Clock: Up to $900 Savings! (Click for terms.)
va_mlk.png  Cruise on Martin Luther King Jr. Day!
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!
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: $1439pp
$50 Bonus Onboard Credit!
Outside From: $1489pp
$75 Bonus Onboard Credit!
Balcony From: $1599pp
$350 Bonus Onboard Credit!
Suite From: $1909pp
$400 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.)
va_hotdeal.png  Hot Deal – 50% Off Cruise Fares! (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 When Booking a Balcony or Above! (Click for terms.)
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: $1049pp
Outside From: $1119pp
Balcony From: $2029pp
$350 Bonus Onboard Credit!
Suite From: $2179pp
$375 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.)
va_hotdeal.png  Hot Deal – 50% Off Cruise Fares! (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 When Booking a Balcony or Above! (Click for terms.)
Cruiseline:  Celebrity Cruises
Ship:  Celebrity Constellation
Destination:  Caribbean Southern
Departing: San Juan, Puerto Rico
Saturday, Jan 16th 2027
Returning: San Juan, Puerto Rico
Saturday, Jan 23rd 2027
Inside From: $721pp
$25 Bonus Onboard Credit!
Outside From: $849pp
$25 Bonus Onboard Credit!
Balcony From: $1974pp
$200 Bonus Onboard Credit!
Suite From: $3449pp
$475 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! (Click for terms.)
va_coupon.png  Up to $700 Bonus Cruise Fare Savings! (Click for terms.)
va_mlk.png  Cruise on Martin Luther King Jr. Day!
va_senior.png  Senior 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:  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: $754pp
$25 Bonus Onboard Credit!
Outside From: $814pp
$25 Bonus Onboard Credit!
Balcony From: $1212pp
$100 Bonus Onboard Credit!
Suite From: $3292pp
$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! (Click for terms.)
va_coupon.png  Up to $700 Bonus Cruise Fare Savings! (Click for terms.)
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:  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: $663pp
Outside From: $868pp
$25 Bonus Onboard Credit!
Balcony From: $1113pp
$50 Bonus Onboard Credit!
Suite From: $2000pp
$200 Bonus Onboard Credit!
Special Offers Available On This Sailing:
va_earlysaver.png  Exclusive: Early Saver + 50% Reduced Deposits + Up to $25 Onboard Credit per Stateroom! (Click for terms.)
va_heart.png  Cruise on Valentine’s Day!
va_presidents.png  Cruise on President’s Day!
va_earlysaver.png  Early Saver Fares Available: Lowest Price with Price Protection!
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: $1419pp
$50 Bonus Onboard Credit!
Outside From: $1539pp
$75 Bonus Onboard Credit!
Balcony From: $1799pp
$350 Bonus Onboard Credit!
Suite From: $2459pp
$475 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.)
va_hotdeal.png  Hot Deal – 50% Off Cruise Fares! (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 When Booking a Balcony or Above! (Click for terms.)
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: $636pp
Outside From: $836pp
$25 Bonus Onboard Credit!
Balcony From: $1096pp
$50 Bonus Onboard Credit!
Suite From: $2476pp
$275 Bonus Onboard Credit!
Special Offers Available On This Sailing:
va_earlysaver.png  Exclusive: Early Saver + 50% Reduced Deposits + Up to $25 Onboard Credit per Stateroom! (Click for terms.)
va_redwhiteblue.png  Cruise on Labor Day!
va_earlysaver.png  Early Saver Fares Available: Lowest Price with Price Protection!
Cruiseline:  Celebrity Cruises
Ship:  Celebrity Silhouette
Destination:  Caribbean Southern
Departing: Ft Lauderdale, Florida
Saturday, Jan 30th 2027
Returning: Ft Lauderdale, Florida
Sunday, Feb 7th 2027
Inside From: $1073pp
$50 Bonus Onboard Credit!
Outside From: $1626pp
$100 Bonus Onboard Credit!
Balcony From: $1693pp
$150 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! (Click for terms.)
va_coupon.png  Up to $700 Bonus Cruise Fare Savings! (Click for terms.)
va_flag.png  Military Discounts Available!
va_flag.png  Military Discounts Available!
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:  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:  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: $612pp
Outside From: $822pp
$25 Bonus Onboard Credit!
Balcony From: $987pp
$50 Bonus Onboard Credit!
Suite From: $1859pp
$175 Bonus Onboard Credit!
Special Offers Available On This Sailing:
va_earlysaver.png  Exclusive: Early Saver + 50% Reduced Deposits + Up to $25 Onboard Credit per Stateroom! (Click for terms.)
va_earlysaver.png  Early Saver Fares Available: Lowest Price with Price Protection!
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:
va_easter.png  Cruise on Easter!
Cruiseline:  MSC Cruises
Ship:  MSC Meraviglia
Destination:  Caribbean Southern
Departing: Pointe a Pitre, Guadeloupe
Sunday, Apr 16th 2028
Returning: Pointe a Pitre, Guadeloupe
Sunday, Apr 23rd 2028
Inside From: $1173pp
$125 Bonus Onboard Credit!
Outside From: $1453pp
$175 Bonus Onboard Credit!
Balcony From: $1583pp
$200 Bonus Onboard Credit!
Suite From: $2863pp
$450 Bonus Onboard Credit!
Special Offers Available On This Sailing:
va_easter.png  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: $1319pp
Outside From: $1639pp
$50 Bonus Onboard Credit!
Balcony From: $2089pp
$150 Bonus Onboard Credit!
Suite From: $3189pp
$300 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:  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: $1299pp
Outside From: $1659pp
$50 Bonus Onboard Credit!
Balcony From: $2159pp
$150 Bonus Onboard Credit!
Suite From: $3409pp
$300 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:  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: $8561pp
$300 Bonus Onboard Credit!
Outside From: $9186pp
$525 Bonus Onboard Credit!
Balcony From: $11391pp
$1150 Bonus Onboard Credit!
Suite From: $14603pp
$1500 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_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: $2899pp
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: $1789pp
Outside From: $2239pp
$100 Bonus Onboard Credit!
Balcony From: $2869pp
$250 Bonus Onboard Credit!
Suite From: $4389pp
$450 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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Cunard Fleetwide Sale: Up to $1,000 OBC + 50% Reduced Deposits!

Discover World-Class Voyages aboard Cunard with the limited-time Fleetwide Sale! Valid on sailings Sep. '26 - Dec. 2028. Enjoy Up to $1,000 OBC + 50% Reduced Deposits!

Explora Journeys: Up to 25% Off + Receive Up to $4,000 Onboard Credit!

Oceanfront Exclusive Luxury Suite Sale on over 350+ Sailings! Receive Up to 25% Off + Reduced Deposits. Plus, Up to $4,000 Onboard Credit! Offer ends soon.

Viking Cruises | Limited-Time: Up to $4,000 Savings + Up to $1,500 OBC!

Explore the World in Style! For a Limited-Time, Save Up to $4,000 + Receive Up to $1,500 Shipboard Credit on Ocean, River & Expedition Voyages & more!

Royal Caribbean - Exclusive Rates Sale on Now!

Get ready — Exciting offers are waiting for you onboard Royal Caribbean! Our Exclusive Special Rates: Up to $900 OBC & FREE Dining for Two! Save hundreds to thousands of dollars!

Exclusive Special Rate Sale: Up to $900 OBC + Save Up to Thousands!

Exciting deals aboard Celebrity Cruises during our Exclusive Special Rate Sale! Save Hundreds to Thousands of Dollars + Receive Up to $900 OBC & much, much more!

Holland America | Fleetwide Sale: Up to 40% OFF + Up to $1,000 OBC!

Enjoy Holland America's Travel by Sea Fleetwide Sale: Up to 40% Off + Up to $1,000 OBC! Plus, select sailings receive PrePaid Grats & 50% Reduced Deposit!

Norwegian Double Your Deposit + Up to $800 OBC & more!

*Exclusive! Get Up to $800 Onboard Credit & Receive an additional $250 OFF Final Payment when booking Balcony+ on Select Sailings! Hurry, offer ends soon.

Triple Savings Event - Up to 30% Off + Up to $1,000 OBC!

Turn on summer mode and save big on your next holiday! Receive Up to 30% Off + Up to $1,000 Onboard Credit! Plus, Status Match & Senior Discount!

Seabourn: Up to 15% Savings + Up to $2,000 Onboard Credit!

Set sail on Extraordinary, Luxurious Voyages with Seabourn! Select sailings receive Up to 15% Savings + Private Luxury Sedan Tour! Plus, receive Up to $2,000 Onboard Credit!

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