Top 25 Deals On Caribbean Southern Cruises

Cruiseline:  Celebrity Cruises
Ship:  Celebrity Silhouette
Destination:  Caribbean Southern
Departing: Boston, Massachusetts
Friday, Oct 10th 2025
Returning: Ft Lauderdale, Florida
Monday, Oct 20th 2025
Inside From: $1331pp
$50 Bonus Onboard Credit!
Outside From: $1511pp
$100 Bonus Onboard Credit!
Balcony From: $1299pp
$150 Bonus Onboard Credit!
Suite From: $4326pp
$650 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.)
https://book.bestpricecruises.com/site/images/promotions/va_sale.png  Celebrity's Semi-Annual Sale! - Up to 75% Off Second Guest + Additional Savings of up to $250pp! (Click for terms.)
va_columbus.png  Cruise on Columbus Day!
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:  Royal Caribbean
Ship:  Vision of the Seas
Destination:  Caribbean Southern
Departing: Baltimore, Maryland
Friday, Feb 13th 2026
Returning: Baltimore, Maryland
Saturday, Feb 21st 2026
Inside From: $664pp
$25 Bonus Onboard Credit!
Outside From: $738pp
$25 Bonus Onboard Credit!
Balcony From: $1222pp
$100 Bonus Onboard Credit!
Suite From: $1465pp
$100 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!
bpcobc.png  Bonus Onboard Credit from Best Price Cruises & Tours!
Cruiseline:  Royal Caribbean
Ship:  Jewel of the Seas
Destination:  Caribbean Southern
Departing: San Juan, Puerto Rico
Saturday, Feb 14th 2026
Returning: San Juan, Puerto Rico
Saturday, Feb 21st 2026
Inside From: $780pp
$25 Bonus Onboard Credit!
Outside From: $771pp
$25 Bonus Onboard Credit!
Balcony From: $931pp
$75 Bonus Onboard Credit!
Suite From: $1576pp
$200 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!
bpcobc.png  Bonus Onboard Credit from Best Price Cruises & Tours!
Cruiseline:  Royal Caribbean
Ship:  Jewel of the Seas
Destination:  Caribbean Southern
Departing: Colon, Panama
Saturday, Feb 13th 2027
Returning: Colon, Panama
Saturday, Feb 20th 2027
Inside From: $875pp
$25 Bonus Onboard Credit!
Outside From: $916pp
$25 Bonus Onboard Credit!
Balcony From: $1038pp
$100 Bonus Onboard Credit!
Suite From: $1363pp
$100 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!
bpcobc.png  Bonus Onboard Credit from Best Price Cruises & Tours!
Cruiseline:  Norwegian Cruise Line
Ship:  Norwegian Breakaway
Destination:  Caribbean Southern
Departing: San Juan, Puerto Rico
Sunday, Feb 14th 2027
Returning: San Juan, Puerto Rico
Sunday, Feb 21st 2027
Inside From: $1010pp
$50 Bonus Onboard Credit!
Outside From: $1210pp
$75 Bonus Onboard Credit!
Balcony From: $1460pp
$325 Bonus Onboard Credit!
Suite From: $1610pp
$350 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://booking.sigtn.com/site/images/promotions/icons_moreatsea-blue.png  Receive Up to Five "More at Sea" Perks in Select Staterooms with Select Fares. Choose your perks! Perks vary by fare/promo code selected. Gratuities fees may apply* (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)
Cruiseline:  Celebrity Cruises
Ship:  Celebrity Reflection
Destination:  Caribbean Southern
Departing: Ft Lauderdale, Florida
Thursday, Oct 9th 2025
Returning: Ft Lauderdale, Florida
Saturday, Oct 18th 2025
Inside From: $1079pp
$25 Bonus Onboard Credit!
Outside From: $1155pp
$50 Bonus Onboard Credit!
Balcony From: $1264pp
$150 Bonus Onboard Credit!
Suite From: $3105pp
$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.)
https://book.bestpricecruises.com/site/images/promotions/va_sale.png  Celebrity's Semi-Annual Sale! - Up to 75% Off Second Guest + Additional Savings of up to $250pp! (Click for terms.)
va_columbus.png  Cruise on Columbus 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, Feb 13th 2027
Returning: San Juan, Puerto Rico
Saturday, Feb 20th 2027
Inside From: $921pp
$25 Bonus Onboard Credit!
Outside From: $971pp
$50 Bonus Onboard Credit!
Balcony From: $1146pp
$150 Bonus Onboard Credit!
Suite From: $2196pp
$325 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.)
https://book.bestpricecruises.com/site/images/promotions/va_sale.png  Celebrity's Semi-Annual Sale! - Up to 75% Off Second Guest + Additional Savings of up to $250pp! (Click for terms.)
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:  MSC Cruises
Ship:  MSC Virtuosa
Destination:  Caribbean Southern
Departing: Fort de France, Martinique
Saturday, Apr 4th 2026
Returning: Southampton, United Kingdom
Monday, Apr 20th 2026
Inside From: $1224pp
$400 Bonus Onboard Credit!
Outside From: $1454pp
$450 Bonus Onboard Credit!
Balcony From: $1694pp
$500 Bonus Onboard Credit!
Suite From: $3264pp
$900 Bonus Onboard Credit!
Special Offers Available On This Sailing:
https://book.bestpricecruises.com/site/images/promotions/va_bonus.png  Early Booking Bonus - $100 Per Cabin Bonus Onboard Credit! (Click for terms.)
https://book.bestpricecruises.com/site/images/promotions/va_coupon.png  Limited Time Offer! - Up to 35% Off Cruises + Kids Sail Free*! (Click for terms.)
va_easter.png  Cruise on Easter!
Cruiseline:  MSC Cruises
Ship:  MSC Virtuosa
Destination:  Caribbean Southern
Departing: Fort de France, Martinique
Saturday, Feb 14th 2026
Returning: Fort de France, Martinique
Saturday, Feb 21st 2026
Inside From: $969pp
$325 Bonus Onboard Credit!
Outside From: $1099pp
$325 Bonus Onboard Credit!
Balcony From: $1279pp
$425 Bonus Onboard Credit!
Suite From: $3397pp
$825 Bonus Onboard Credit!
Special Offers Available On This Sailing:
https://book.bestpricecruises.com/site/images/promotions/va_bonus.png  Early Booking Bonus - $100 Per Cabin Bonus Onboard Credit! (Click for terms.)
https://book.bestpricecruises.com/site/images/promotions/va_coupon.png  Limited Time Offer! - Up to 35% Off Cruises + Kids Sail Free*! (Click for terms.)
va_heart.png  Cruise on Valentine’s Day!
va_presidents.png  Cruise on President’s Day!
Cruiseline:  Norwegian Cruise Line
Ship:  Norwegian Epic
Destination:  Caribbean Southern
Departing: San Juan, Puerto Rico
Sunday, Feb 15th 2026
Returning: San Juan, Puerto Rico
Sunday, Feb 22nd 2026
Inside From: $851pp
$25 Bonus Onboard Credit!
Balcony From: $1251pp
$300 Bonus Onboard Credit!
Suite From: $1701pp
$350 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://booking.sigtn.com/site/images/promotions/icons_moreatsea-blue.png  Receive Up to Five "More at Sea" Perks in Select Staterooms with Select Fares. Choose your perks! Perks vary by fare/promo code selected. Gratuities fees may apply* (Click for terms.)
va_presidents.png  Cruise on President’s Day!
bpcobc.png  Onboard Credit! (Applies to All Categories - Value in Cruise Cash)
Cruiseline:  Norwegian Cruise Line
Ship:  Norwegian Epic
Destination:  Caribbean Southern
Departing: San Juan, Puerto Rico
Sunday, Jan 18th 2026
Returning: San Juan, Puerto Rico
Sunday, Jan 25th 2026
Inside From: $871pp
$25 Bonus Onboard Credit!
Balcony From: $1201pp
$300 Bonus Onboard Credit!
Suite From: $1431pp
$325 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://booking.sigtn.com/site/images/promotions/icons_moreatsea-blue.png  Receive Up to Five "More at Sea" Perks in Select Staterooms with Select Fares. Choose your perks! Perks vary by fare/promo code selected. Gratuities fees may apply* (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)
Cruiseline:  Carnival Cruise Line
Ship:  Carnival Horizon
Destination:  Caribbean Southern
Departing: Miami, Florida
Saturday, Sep 27th 2025
Returning: Miami, Florida
Sunday, Oct 5th 2025
Inside From: $749pp
Outside From: $939pp
Balcony From: $1219pp
Suite From: $1759pp
Cruiseline:  MSC Cruises
Ship:  MSC Virtuosa
Destination:  Caribbean Southern
Departing: Fort de France, Martinique
Saturday, Jan 17th 2026
Returning: Fort de France, Martinique
Saturday, Jan 24th 2026
Inside From: $669pp
$275 Bonus Onboard Credit!
Outside From: $829pp
$325 Bonus Onboard Credit!
Balcony From: $1039pp
$375 Bonus Onboard Credit!
Suite From: $1769pp
$575 Bonus Onboard Credit!
Special Offers Available On This Sailing:
https://book.bestpricecruises.com/site/images/promotions/va_bonus.png  Early Booking Bonus - $100 Per Cabin Bonus Onboard Credit! (Click for terms.)
https://book.bestpricecruises.com/site/images/promotions/va_coupon.png  Limited Time Offer! - Up to 35% Off Cruises + Kids Sail Free*! (Click for terms.)
va_mlk.png  Cruise on Martin Luther King Jr. Day!
Cruiseline:  Carnival Cruise Line
Ship:  Carnival Magic
Destination:  Caribbean Southern
Departing: Miami, Florida
Saturday, Sep 19th 2026
Returning: Miami, Florida
Sunday, Sep 27th 2026
Inside From: $699pp
Outside From: $889pp
Balcony From: $1064pp
Suite From: $1906pp
Cruiseline:  Carnival Cruise Line
Ship:  Carnival Magic
Destination:  Caribbean Southern
Departing: Miami, Florida
Saturday, Aug 22nd 2026
Returning: Miami, Florida
Sunday, Aug 30th 2026
Inside From: $739pp
Outside From: $929pp
Balcony From: $1104pp
Suite From: $1946pp

Create Your Own Top Cruise Deals

Length:
Departing:
From:
 
To:
Destination:
Departing From:
Returning To:
Sort By:
Cruiseline:
Ship:

 Cruise Deal Search

Cruise Line:
Cruise Ship:
Destination:
Departure Date:
From:
To:
Length:
Explora Journeys | Exclusive Limited-Time Offers!

Up to 40% Savings on Journey Fares + 10% Reduced Deposits & up to $1,000 Destination Experience Credits! Offer Ends 3/31!

Introducing MSC World America Sale!

Enjoy our EXCLUSIVE Sale Combos on MSC's newest World America cruise ship! 5% Off All Sailings, MEGA Onboard Credit + Up To 35% OFF Select Sailings! Hurry, Ends 3/27!

Princess Cruises Limited-Time Spring Offer!

Enjoy up to $500 Onboard Credit + up to 50% Off! *PLUS, our always included Best Price Cruises Onboard/Gratuity Credit!

Royal Caribbean | Vacation Adventure Sale on Now!

Fleetwide Sale of Up To $800 Off & 60% off Second Guest! Plus, Kids Sail Free! And, our always included Best Price Cruises Onboard/Gratuity Credit!

MSC Exclusive Status Match SALE going on Now!

Best Price Cruises Exclusive! Call us to Match Your Highest Cruise Line or Hotel Status & MSC will Match Your Status! Taking advantage of 5%-15% Loyalty Discount & Onboard Benefits!

Oceania Cruises Exclusive Spring Offer!

Get Up To 40% Off on Oceania Cruises! Plus, Unlimited Wine, Beer & Spirits AND Shipboard Credit of Up To $2,000! Hurry, Offer Ends 3/31!

Norwegian Double Your Deposit & MEGA OBC Sale!

Exclusive Double Your Deposit & MEGA OBC Sale on 7+ Night Sailings! And 50% All Cruises + More at Sea Included! Hurry, Book by 3/21!

Celebrity Exclusive Special Rate Sale Mega Savings!

The Biggest Celebrity Sale Ever! Save Hundreds to Thousands of Dollars! Mega Discounted Rates further reduced by Celebrity's Current Sale of up to $600 in Savings!

Oceania Cruises Exclusive Bonus Savings, Your Choice + OBC!

Exclusive Up To 25% Bonus Savings + Your World Choice of: Unlimited Wine, Beer & Spirits, Shipboard Credit up to $1,000 or Free or Reduced Airfare! *PLUS, our always included Best Price Cruises Onboard Credit!

Our Most Popular Costa Cruises

  • Insides from $791
  • Balconies from $1231

Princess Cruises On Sale Now

  • Insides from $329
  • Balconies from $380

Our Most Popular Western Mediterranean Cruises

  • Insides from $597
  • Balconies from $888

Deals On Virgin Voyages Sailings

  • Insides from $1433
  • Balconies from $1905

Our Most Popular Azamara Cruises

  • Insides from $1959
  • Balconies from $3179

Deals On Europe Sailings

  • Insides from $595
  • Balconies from $921

Deals On Mexico Sailings

  • Insides from $354
  • Balconies from $376

Deals On Cunard Sailings

  • Insides from $799
  • Balconies from $1099

Our Most Popular Explora Journeys Cruises

  • Suites from $3280

Our Most Popular Northern Europe Cruises

  • Insides from $500
  • Balconies from $822

Find Your Next Alaska Cruise

  • Insides from $329
  • Balconies from $380

Mediterranean Cruises On Sale Now

  • Insides from $443
  • Balconies from $546

Not All Travel Agencies Are Equal

Our $8 billion buying power saves you money!

9,000+ Exclusive Rates & Bonuses

means finding a great deal is always easy!

Over 250,000 Happy Customers

can't be wrong. Book with us and save!