Sail away from your everyday life and find tropical bliss in the Caribbean.
4.9/5 ⭐Google 600+ Reviews | A+ Better Business Bureau
Aboard
Norwegian Escape
From
New Orleans, Louisiana
17 Sailings
Dec 21, 2025 - May 10, 2026
Published prices from
per person*
taxes & fees included
Aboard
Celebrity Constellation
From
Tampa, Florida
8 Sailings
Jan 11 - Apr 5, 2026
Published prices from
per person*
taxes & fees included
Aboard
Sky Princess
From
Port Canaveral, Florida
3 Sailings
Jan 5 - Feb 16, 2026
Aboard
Eurodam
From
Fort Lauderdale, Florida
1 Sailing
Jan 30, 2027
Published prices from
per person*
taxes & fees included
Aboard
Allura
From
Miami, Florida
3 Sailings
Feb 19, 2026 - Jan 20, 2027
Published prices from
per person*
taxes & fees included
From
Havana
6 Dates
Jan 17 - Dec 20, 2027
Published prices from
per person*
taxes & fees included
From
Havana
8 Dates
Mar 1 - Dec 13, 2026
Published prices from
per person*
taxes & fees included
From
Cuba
1 Date
Dec 21, 2025
Published prices from
per person*
taxes & fees included
Our expert consultants and customer service teams are standing by to help with all of your cruising needs.
I was having some trouble finding the right cruise for the right price as a single traveler, but thanks to [our Cruise Expert] I was able to find it with Cruise Web. Thank you very much [our Cruise Expert]!
Camille G.
We have worked with [our Cruise Expert] several times and she makes it so easy and a pleasure to work with. She is very knowledgeable.
Linda F.
[Our Cruise Expert] was informative and very pleasant to work with. I'm not familiar with booking travel online and he made my experience pleasant.
Sharon E.
I would like to mention that for many years I really appreciate to have [our Cruise Expert] taking care of my cruises in the states. So, i'm glad to give five stars for him
Rudi D.
I am working with [our Cruise Expert] as my travel agent...he has been very helpful...he is very informative and knowledgeable about the places that I want to go on my Cruise....I would use [our Cruise Expert] and Cruise Web again to book another cruise...thank you...
Priscilla B.
[Our Cruise Expert] does an exceptional job of planning (with you) and coordinating a trip of your dreams! I can't wait to get started on the next one.
Sheralyn H.
Great working with [our Cruise Expert]! He was a tremendous help and steered us in the right direction every time! Helped us make memories for a lifetime!
Wendy F.
[Our Cruise Expert] always works hard to secure the bookings we have chosen and guides us through the process. She is always available to help and her advise is spot on.
James C.
We are residents in another country, and have used [our Cruise Expert] for years as we try to cruise around the entire world. She offers great service and stellar communication.
Dave O.
[Our Cruise Expert]does a wonderful job for me. I have had no glitches and I can count on things running smoothly when [our Cruise Expert] makes my arrangements.
Barbara H.
Overview
The Caribbean is one of the most iconic and sought-after cruise destinations, offering turquoise waters, sun-drenched islands, and a wide variety of cultural experiences all in one unforgettable vacation.
A Caribbean cruise is perfect for travelers looking to unwind, explore, and island-hop with ease. With hundreds of ports across dozens of islands, each offering its own unique charm and set of adventures.
The region is typically divided into three main areas:
Whether you’re after powdery beaches, rich history, or thrilling excursions, there’s a Caribbean itinerary to match your travel style.
Many of the islands are covered with both rainforests and cloud forests where you can tour, hike or even swing from the trees via a zipline.
Nearly every island produces its own brand of rum, each with its own character. However, Barbados is home to Mount Gay Rum, the oldest rum distillery in the world.
See what’s living in the beautiful blue waters by diving or snorkeling. Check out the fantastic reef off the coast of Cozumel, Mexico.
One of the main reasons this destination is so sought after is its year-round warm weather. Don’t miss a chance to lie out on one of the beaches and feel the warmth of the tropical sun.
