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Love an Upgrade? Book With the Resort

If it's a honeymoon or birthday and you may be, ahem, spending a lot of time in your room, experts say that booking with the hotel directly will offer the most perks and upgrades.

Christopher Galea, Corporate Revenue Manager for the newly-opened Planet Hollywood Costa Rica, recommends booking directly with a hotel for perks that outside sites won't offer. "Making a reservation through the resort site directly means you'll be the first to be upgraded if lower room types are overbooked, plus you get direct offers and social promotions when available," he says.

Plus, unlike the aggregate deal sites, there's no right day of the week to book.
"Pricing currently works by date ranges rather than specific days of the week," he explains. "And now in the Caribbean the high season is tapering off and we're entering shoulder season, so you can find a lot of great deals!"