Q: Should I only travel in “high season” versus “low season”?
A: Heck no, unless you want monster rates! Sure, high season means you're getting prime weather in peak traveling season (for the Caribbean, for example, it's often between December and April). But you can take advantage of amazing deals by traveling in low season, when resorts and airlines slash their rates. Or book during shoulder season (May/June and November), that magical time between high and low seasons when the crowds are gone and the weather holds out.
Q: Which Caribbean islands are the least touristy?
A: Since much of the Caribbean depends on tourism for its livelihood, even the quieter islands can be touristy. But you can avoid the crowds by going to more popular islands during the low season or seek out islands that are generally less known by Americans, like The Saints off the coast of Guadeloupe, Saba, some of the Grenadines, St. Eustatius, Anegada, and Jost Van Dyke. But shhh...don't tell.
Q: What’s the best time of year to book a cruise?
A: The best time to buy a cruise ticket is in January and February, when all the cruise lines come up with their best specials. Experience-wise, cruises are a good option for getting a different perspective on a place you've already been -- it looks totally different from the water 11 stories up!
Q: Tips for finding vacation rental apartments?
A: Try Vrbo.com (Vacation Rentals by Owner); it's a fairly good resource for finding an apartment or house around the world, and there are also house-swapping opportunities advertised on Craigslist.org.
Nestperts Samantha Brown of The Travel Channel; Ayse Boykin of the TravelStore Platinum
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