Sail away from your everyday life and find tropical bliss in the Caribbean.
4.9/5 ⭐Google 650+ Reviews | A+ Better Business Bureau
Aboard
Sapphire Princess
From
Toronto, Ontario
1 Sailing
Oct 18, 2026
From
Havana
5 Dates
Oct 4 - Dec 13, 2026
Published prices from
per person*
taxes & fees included
From
Miami
7 Dates
Jan 17 - Dec 20, 2027
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.
[Our Cruise Expert] and his team were absolutely amazing to work with! Our original trip was unexpectedly canceled by the airline, so we decided at the last minute to go on a cruis...
Julia K.
I've booked several cruises with [Our Cruise Expert] in the past 15 years and continue to book with her for my family of five. We just returned from a Western Caribbean cruise on...
John C.
Friendly and professional attention by my senior cruise consultant. Perfect assistance. Thank you
Jose M.
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...
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 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...
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.
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.
