3) Research your top three choices carefully
Look for the island that best fits your travel style and personality. Are you a diver or snorkeler? Make sure to choose an island known for its underwater wonders or vibrant reefs. Maybe you live to windsurf and need a windy island. Do you prefer a mountainous island or a flat island? Is fine dining important to you, or are laid-back beach bars more your style? Each island has its own distinct vibe! Sites like Tripadvisor.com and Fodors.com are great for researching your destination. Don’t forget the little known forums on these sites, where you can find loads of valuable information specific to your destination.
4) Research air travel to your destination
How easy is it to reach your top three destinations? Are non-stop flights available?
Search prices from all airports within a 2 hour radius. Compare fares on travel sites such as Expedia.com, Orbitz.com and Kayak.com. Then compare the fares on the airline sites directly. Make sure to subscribe to the airlines’ fare sale alerts via email.
5) Research hotels
Pore over the user-submitted hotel reviews on Tripadvisor.com. Cross reference with ratings on Fodors.com and Frommers.com. Don’t hesitate to ask specific questions on the Tripadvisor.com forums. Forum members are often very helpful and happy to help other travelers. Check hotel rate on sites like Expedia.com, Hotels.com and Orbitz.com, and then ask for a rate quote from the hotel directly. Remember that you can book hotels through the airlines as well, so compare the rates on their sites.
6) Research airfare + hotel packages
Determine if it is most cost effective to book airfare and hotel separately or as a package. Compare the individual rates against the package rates that you find on sites like Cheapcaribbean.com, Expedia.com or Orbitz.com.
7) Create a Matrix
This step is critical (especially if you lean towards the Type A personality, but I don’t know anyone like that). I like to create a spreadsheet to help compare costs and analyze the pros and cons of my final three locations. I call this my Matrix, and Mr. Reeftraveler knows that I’m really serious about something when I’ve created a Matrix.
8) Book your trip!
By now, you’ve created your Matrix and you’ve reviewed it thoroughly. Thanks to your tiresome research (and your nifty Matrix), you know how to get the best price at the hotel that best fits your style on the island of your dreams. Now book that trip before the flight fills up or the prices rise!
9) Scour the Tripadvisor.com forums for your chosen destination
This is the fun part! Research activities and restaurants. Maybe you want to know which dive shop has the best reputation. Or perhaps you want to know where to find the best seafood on the island? Determine if you need a rental car. The Tripadvisor.com message boards are the best source for local intel on the web. Read and search the forums first, then post a question if the previous posts haven’t answered it for you.
10) Book any activities or make any reservations that have a long lead time
Vacation is my time to unwind. My internal clock quickly switches to “island time”, and advanced planning becomes a foreign concept. However, there are certain activities in certain locations that should be pre-planned. It might be a reservation at a highly sought after restaurant in Anguilla, or perhaps you want a spot on a high-demand, once a year whale shark seeking cruise. Consider making advanced reservations for certain niche restaurants or activities.
So now that you know how to plan your next Caribbean vacation, where are you going to go?