
Family, Honeymoon and and Destination Wedding Planners
At Two Pineapples in Paradise, we are the luxury travel experts for Sandals and Beaches resorts in the Caribbean.
Whether you're saying "I do" in a tropical paradise, embarking on a romantic honeymoon, planning a fun-filled family vacation, or organizing a corporate retreat, our dedicated team is here to turn your travel dreams into reality.
We spend a considerable amount of time in the Caribbean every year visiting resorts and making sure that things are just like they appear on the website.
Because of this, we have the first hand knowledge to match you and your party with the Island and resort that's the best fit for you and your desires.
We also have an extensive network of contacts both on and off property and can help ensure that any trip you plan is a successful and a smooth one. Scroll down to see a full list of our services, then contact us when you're ready to book your trip.
We're waiting to hear from you!

Destination Wedding Planning
No two destination weddings are alike.
Fortunately, we're experts on every Beaches and Sandals destination wedding venue in the Caribbean.
We can help you choose the resort that's best for you and plan the Caribbean wedding of your dreams.

Honeymoons and Romantic Escapes
Whether you're looking for a place to pop the question, tie the knot, or just have a romantic trip alone with your partner, we can help you plan the vacation of a lifetime.
From secluded beaches and over the water bungalows, to thrilling adventures and couples massages, we're here to help you plan the romantic escape you'll never forget!

Family Vacations
Looking to take a luxurious family vacation? We can help!
From kid-friendly resorts to exciting activities for all ages, we'll design the perfect itinerary for your family's ultimate Caribbean adventure.

Group Travel Planning
It doesn't matter if you're scheduling a corporate incentive getaway or a large family gathering, we can help you plan a successful group trip that everyone will enjoy.
From team-building activities to luxury accommodations, we'll handle all the details so you can focus on fostering connections, having fun, and achieving success.
Ready to Book Now?
Just click on the button below and give us a call!
We're waiting to hear from you and happy to answer any questions you may have!