1-800-627-3753 Speak to a Cruise Expert

Caribbean - All Cruises from San Juan, Puerto Rico

Save up to 75% on Caribbean - All Cruises from San Juan, Puerto Rico

As a large-scale seller of Caribbean - All Cruises from San Juan, Puerto Rico, we are able to offer you unbeatable prices and unparalleled value. With cruise line volume buys plus our low everyday prices you can save up to 75% versus the brochure price! Once you have found the discounted Caribbean - All cruise of your choice, please call our cruise consultants to book your vacation and save money with our first-rate personalized service! Book your Caribbean - All cruise today with AffordableTours.com, your discounted cruise headquarters.

Learn more about Caribbean - All Cruises

Cruises

Refine your search

Sail Date Cruise Line Ship Destination Departs Length Price You Save Discounts
100 reviews
Itinerary Map/Ship Image
Royal CaribbeanFreedom of the SeasCaribbean - SouthernSan JuanSan Juan7 NightsKralendijk, Netherlands | Oranjestad, Aruba | Philipsburg, St. Maarten | San Juan, Puerto Rico | Willemstad, Curacao$800
Up To $150 Onboard Credit
Onboard Credit!
2 reviews
Itinerary Map/Ship Image
SeaDream Yacht ClubSeaDream IICaribbean - EasternSan JuanCharlotte Amalie7 NightsCharlotte Amalie, St. Thomas, U.S.V.I. | Cruz Bay, St. John, U.S.V.I. | Gustavia, St. Barths, F.W.I. | Marigot, Saint Martin, F.W.I. | San Juan, Puerto Rico$2,999
Up To $300 Onboard Credit
 
100 reviews
Itinerary Map/Ship Image
Royal CaribbeanFreedom of the SeasCaribbean - SouthernSan JuanSan Juan7 NightsBasseterre - St Kitts & Nevis | Bridgetown - Barbados | Castries - St. Lucia | Charlotte Amalie - St. Thomas | San Juan - Puerto Rico | St. Johns - Antigua$856
Up To $150 Onboard Credit
Onboard Credit!
114 reviews
Itinerary Map/Ship Image
Viking StarCaribbean - SouthernSan JuanSan Juan10 NightsAntigua (st. John's) | Bridgetown | Castries | Philipsburg | Roseau | St. Kitts (basseterre) | St. Thomas (charlotte Amalie) | Tortola (road Town)$3,399 

Need Help Planning A Cruise?

Our cruise experts can help you:

  • Find the best discounts
  • Hold a cabin for 24 hours for free
  • Receive personalized recommendations
  • Book handicap accessible cabins
128 reviews
Itinerary Map/Ship Image
Royal CaribbeanEnchantment of the SeasCaribbean - SouthernSan JuanSan Juan7 NightsBridgetown, Barbados | Castries, St. Lucia | Charlotte Amalie, St. Thomas | Philipsburg, St. Maarten | San Juan, Puerto Rico | St. Johns, Antigua$648
Up To $150 Onboard Credit
Onboard Credit!
100 reviews
Itinerary Map/Ship Image
Royal CaribbeanFreedom of the SeasCaribbean - SouthernSan JuanSan Juan7 NightsKralendijk, Netherlands | Oranjestad, Aruba | Philipsburg, St. Maarten | San Juan, Puerto Rico | Willemstad, Curacao$921
Up To $150 Onboard Credit
Onboard Credit!
114 reviews
Itinerary Map/Ship Image
Viking StarCaribbean - EasternSan JuanSan Juan10 NightsAntigua (st. John's) | Bridgetown | Castries | Philipsburg | Roseau | St. Kitts (basseterre) | St. Thomas (charlotte Amalie) | Tortola (road Town)$3,299
Balcony!
2 reviews
Itinerary Map/Ship Image
SeaDream Yacht ClubSeaDream IICaribbean - EasternSan JuanSt. Thomas7 NightsCharlestown, Nevis, St. Kitts & Nevis | Charlotte Amalie, St. Thomas, U.S.V.I. | Gustavia, St. Barths, F.W.I. | San Juan, Puerto Rico$2,999
Up To $300 Onboard Credit
Onboard Credit!
128 reviews
Itinerary Map/Ship Image
Royal CaribbeanEnchantment of the SeasCaribbean - SouthernSan JuanSan Juan7 NightsBridgetown, Barbados | Charlotte Amalie, St. Thomas | Philipsburg, St. Maarten | Roseau, Dominica | San Juan, Puerto Rico | St. Georges, Grenada$500
$50 Onboard Credit
$50 USD Onboard Credit per stateroom.
100 reviews
Itinerary Map/Ship Image
Royal CaribbeanFreedom of the SeasCaribbean - SouthernSan JuanSan Juan7 NightsBasseterre - St Kitts & Nevis | Bridgetown - Barbados | Castries - St. Lucia | Charlotte Amalie - St. Thomas | San Juan - Puerto Rico | St. Johns - Antigua$649
$50 Onboard Credit
$50 USD Onboard Credit per stateroom.
128 reviews
Itinerary Map/Ship Image
Royal CaribbeanEnchantment of the SeasCaribbean - SouthernSan JuanSan Juan7 NightsBasseterre, St. Kitts | Bridgetown, Barbados | Castries, St. Lucia | Fort-De-France, Martinique | San Juan, Puerto Rico | Tortola, B.V.I.$648
Up To $150 Onboard Credit
 
19 reviews
Itinerary Map/Ship Image
Seabourn SojournCaribbean - SouthernSan JuanMiami12 NightsAntigua | Fort-De-France, Martinique | Jost Van Dyke, B.V.I. | Marigot, Saint Martin | Miami, Florida | Roseau, Dominica | San Juan, Puerto Rico | St. Barthelemy, Guadeloupe | Terre-de-Haut, Guadaloupe$3,871
Up To $500 Onboard Credit
 
100 reviews
Itinerary Map/Ship Image
Royal CaribbeanFreedom of the SeasCaribbean - SouthernSan JuanSan Juan7 NightsKralendijk, Netherlands | Oranjestad, Aruba | Philipsburg, St. Maarten | San Juan, Puerto Rico | Willemstad, Curacao$856
Up To $150 Onboard Credit
Onboard Credit!
114 reviews
Itinerary Map/Ship Image
Viking StarSouth AmericaSan JuanSan Juan21 NightsAntigua (st. John's) | Belem | Bridgetown | Castries | Macapa | Manaus | Parintins | Santarem | Scarborough | St. Thomas (charlotte Amalie)$7,099 
4 reviews
Itinerary Map/Ship Image
SilverseaSilver ShadowCaribbean - EasternSan JuanFt. Lauderdale14 NightsBequia, Grenadines | Charlestown, Nevis | Fort-De-France, Martinique | Ft. Lauderdale, Florida | Grand Turk, Great Britain | Gustavia, Saint Barthélemy | Road Town, B.V.I. | San Juan, Puerto Rico | Scarborough, Tobago | St. Georges, Bermuda | St. Johns, Antigua$5,400
Up To $750 Onboard Credit
Balcony!
128 reviews
Itinerary Map/Ship Image
Celebrity SummitCaribbean - SouthernSan JuanSan Juan7 NightsBasseterre - St Kitts & Nevis | Kralendijk - Bonaire | Oranjestad - Aruba | San Juan - Puerto Rico | Willemstad - Curacao$1,504
Up To $200 Onboard Credit
 
128 reviews
Itinerary Map/Ship Image
Royal CaribbeanEnchantment of the SeasCaribbean - SouthernSan JuanSan Juan7 NightsBridgetown, Barbados | Charlotte Amalie, St. Thomas | Philipsburg, St. Maarten | Roseau, Dominica | San Juan, Puerto Rico | St. Georges, Grenada$648
Up To $150 Onboard Credit
Onboard Credit!
107 reviews
Itinerary Map/Ship Image
Norwegian EpicCaribbean - SouthernSan JuanSan Juan7 NightsBridgetown, Barbados | Philipsburg, St. Maarten | San Juan, Puerto Rico | St. Kitts | St. Lucia | St. Thomas, Virgin Islands
-51%
From: $1,629
You Save: $830
Up To $75 Onboard Credit
50% 
100 reviews
Itinerary Map/Ship Image
Royal CaribbeanFreedom of the SeasCaribbean - SouthernSan JuanSan Juan7 NightsBasseterre - St Kitts & Nevis | Bridgetown - Barbados | Castries - St. Lucia | Charlotte Amalie - St. Thomas | San Juan - Puerto Rico | St. Johns - Antigua$778
Up To $150 Onboard Credit
Onboard Credit!
Itinerary Map/Ship ImageSeaDream Yacht ClubSeaDream ICaribbean - EasternSan JuanBridgetown7 NightsBridgetown, Barbados | Kingstown, St. Vincent and the Grenadines | Mayreau, St. Vincent and the Grenadines | Port Elizabeth, Bequia, St. Vincent and the Grenadines | Tobago Cays, St. Vincent and the Grenadines$3,099
Up To $500 Onboard Credit
 

Learn More About Caribbean - All Cruises

What better place to totally relax on a cruise than in the Caribbean islands! The daily temperatures in the glorious Caribbean are typically steady in the high 70s and low 80s, so sailings take place year round. Whether you choose a cruise to the eastern, western or southern Caribbean islands, you're in for a tropical treat. Western Caribbean cruises often dock Grand Cayman, where you find seven-mile beach, one of the most beautiful stretches of white sand in the entire Caribbean. Jamaica is also a popular island destination, with ports of call in Montego Bay, known for its sun-kissed beaches, or Ocho Rios, where visitors flock to Dunns Rivers Falls to climb the rocks and get wet in the 600-foot cascading waterfall. Ships also make stops along the Yucatan Peninsula and Cozumel in Mexico, and may dock in Costa Rica, Belize or Panama. Sailings to the Eastern Caribbean islands might include Puerto Rico, the American and British Virgin Islands and St. Maarten/St. Martin. San Juan, Puerto Rico, is rich in Spanish history, with its colonial fortress, El Morro, and sixteenth-century buildings in Old San Juan that are painted in bright Easter-egg colors. St. Martin is the French side and St. Maarten is the Dutch side of the island that offers four-wheeling Jeep excursions, an entertaining Butterfly Farm or shopping at exclusive boutiques in Marigot. St. Thomas is part of the U.S. Virgin Islands, and the main port is Charlotte Amalie, named for a Danish queen. From here you can take an authentic submarine ride, a helicopter tour above and around the island, or ferry over to St. John. Finally, the Southern Caribbean islands are also known as the "ABC islands": Aruba, Barbados and Curacao. These exotic locales are not far from the coast of South America, they're close to the equator, boasting incredible tropical climates. Steady trade winds help cool the islands in the heart of the summer.

  • Blog Image
    Review: 7 Night Eastern Caribbean Cruise With Holland America

    Our traveler’s Caribbean cruise with Holland America Line was filled with EXC excursions, beautiful beaches and amazing cuisine. Click to read more!

  • Blog Image
    Review: Western Caribbean With MSC

    By: Levon Smith, Travel Consultant During the search for my family cruise I looked at the Carnival Vista every day. Then something spectacular came about with MSC, they had a new ship, the MSC Seaside being built that would challenge the Vista completely. I looked that ship up and immediately became attached. This is the most diverse…

  • Blog Image
    Here’s Why You Should Go On A Honeymoon Cruise

    Now more than ever, newlyweds are choosing cruises for their once-in-a-lifetime vacation. Cruises can take travelers to luxurious beaches, secluded islands and historical cities all over the world.

  • Blog Image
    Review: 6 Night Caribbean Cruise with Celebrity

    By: Kia Young, Senior Travel Consultant & CTA I recently had the pleasure of embarking on a wonderful adventure on a Caribbean cruise with Celebrity. We sailed on the Celebrity Eclipse out of Miami on a 6 day journey, stopping in Grand Cayman, Cozumel and Costa Maya.


How It Works

Vacationing has never been easier or cheaper with the help of a dedicated travel consultant from AffordableTours.com

Free Quote

Free Quote


Find your perfect trip on our website and simply request a free quote. Need to speak to a live person? Call us 7 days a week at 1-800-627-3753. No robots here!


Dedicated Travel Consultant

Dedicated Travel Consultant


Your personal travel consultant will reach out and be your point of contact for your entire travel experience from start to finish. Did we mention you'll be working with an award winning team? Sweet!


Lowest Price Guaranteed

Lowest Price Guaranteed


Because we're one of the largest sellers of travel, we're able to give you a discount on your vacation package. No one beats our prices!


Stress Free Travel

Stress Free Travel


Knowing you got the best deal, all that's left is for you to pack your bags and enjoy your vacation!



AffordableTours.com BBB Business Review

Better Business Bureau

AffordableTours.com is a proud recipient of the Better Business Bureau (BBB) awards 2006-2020 with A+ Rating.

It Pays To Refer! Earn Up To $200!

It's simple: Sign up your friends, family, and anyone to us and when they book you will receive an American Express gift card worth up to $200 in the mail for simply referring.

Read More

Get discounts by Email!