Why you should stay: Once you settle into this boutique resort overlooking Hamilton Harbour, you may never want to leave. A serene spa, popular bar & grill and infinity-edge pool (and adjacent rum bar) will help convince you to stay, yet lively downtown Hamilton (to which the hotel offers free private water-taxi service) and pink-sand Elbow Beach are minutes away when you're ready to explore.

What’s the big deal? Travelzoo members save up to 50% on stays in water-view rooms from September through April. For $100 more per night, upgrade to a suite for double the space, a fully equipped kitchen and, of course, stunning views.