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Cruising 101

Plan the Cruise Vacation of a Lifetime

It's time for you to set sail on a Caribbean cruise that mixes flawless beaches and private paradises; relax as you watch the beautiful Alaska sunrise peak over a glacier, and snap a photo of spectacular architecture as you travel on a European River Cruise.

Whether planning your honeymoon, family vacation or group getaway, your Pineapple Dream Vacations travel professional can find the cruise that fits your budget and is perfectly tailored to your needs. There are several ship atmospheres to choose from including ones that boast family fun, have non-stop action & adventure, or emphasize the luxury of the finest cuisine and onboard entertainment. Let us help you choose the one that's just right for you.

Along with expert guidance and dedication to customer service, we have great relationships with all the major cruise lines. This provides us with exclusive access to all the latest deals and exclusive promotions. In addition to arranging your cruise, we can also arrange your shore activities, tours and air transportation, so you'll be all set to kick back and enjoy!

Ready to book your cruise? Contact us to learn about the latest deals and special offers!

What's Included in the Price of a Cruise?

Your accommodations, entertainment, meals and transportation to picturesque destinations all conveniently included in the price of your cruise. In fact, cruises are ranked as one of the top vacation experiences because they provide travelers with the very best value for their vacation dollar. With pools, around the clock entertainment and live shows, spa and fitness centers, gift shops, and more bars and restaurants than you can count; there's always something to keep you busy on your cruise.

Top Cruise Destinations

Experience one of these amazing and diverse destinations and best of all...you only have to unpack once!
  • Alaska
  • Bermuda
  • Canada
  • Caribbean
  • Europe
  • French Polynesia & the South Pacific
  • Hawai'i
  • Mexico
  • The Panama Canal
  • South America

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click here for cruise tips

(312) 344-3656 Phone

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Effective September 1, 2022 late fees will be increased to $25 per person, per occurrence. ​

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