As a general rule, any island that offers great weather year-round is going to attract the most visitors in the winter (high season), when we're all trying to escape the snow. Once summer rolls around, many islands see a sharp drop-off in tourism since many people have beach weather right in their own backyards.
If you're the type of person who sees hot summer weather as a plus (after all, it's better than risking a rain-filled visit in the fall, right?), then take advantage of low-season prices—you can get an amazing deal at an otherwise out-of-your-price-range resort. Browse some luxe options below.
The Viceroy Anguilla:
The "VIP package," available all spring and summer, includes all meals at the resort. It essentially turns your trip into an all-inclusive for food. A great way to save.
Four Seasons Resort Costa Rica at Peninsula Papagayo:
When you book four nights at this resort, you'll get a fifth night free.
Fairmont Southampton Princess, Bermuda:
This hotel's Honeymoon Package includes private round-trip airport transfers, a Willow Stream Spa treatment, dinner at the Waterlot Inn, and a few more little extras (we're guessing champagne and chocolate in your room). Prices start around $360 per night, based on a five-night minimum stay.
Four Seasons Resort Seychelles:
The resort's Lamour Kreol romance package includes a daily buffet breakfast in ZEZ restaurant, a romantic dinner on Petite Anse beach, and a Blissful Connection couple's treatment at the spa. Another good idea: the Stay Even Longer package, in which the sixth and seventh nights are free.
Fairmont Le Chateau Montebello, Quebec, Canada -:
The Romance Package has tons of extras year-round, but two extra benefits during spring and summer: iI's priced lower in May and June, and the weather is also beautiful this time of year. Included in the rate: your room, chocolate-covered strawberries, dinner in Aux Chantignoles Restaurant, breakfast (buffet or room service), a 60-minute massage for two, access to the sports center, pool, and squash courts. Bookings (two-night minimum required) start around $449 per night.
Gansevoort Turks + Caicos:
From July to October, an Oceanfront Studio starts at just $375 per night. Aside from the stunning Grace Bay Beach, the resort also boasts a 7,000-square-foot infinity-edge swimming pool (complete with lounging islands where you can float during the day and enjoy an intimate, candlelit dinner at night).