Travel towards sunny weather this winter: now’s the time to book your January, February, and early March trips—and you can secure great deals thanks to Vacationist. Take a nonstop flight straight to Bermuda for pink-sand bays, golf, and tennis at Newstead Belmont Hills, or head to Costa Rica’s Hotel Punta Islita, where you’ll spend your days overlooking the Pacific. Lucky Californians don’t even have to board a flight for a stay at Oceana Santa Barbara, where the surf is just a few steps away.

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Newstead Belmont Hills Golf Resort – up to 40% off
Paget, Bermuda
On an island known for clear water and posh hotels, this harbor-side Bermuda resort, complete with classic white rooms and breezy terraced pools and pavilions, exudes a sense of unexpected Caribbean cool. It's an intoxicating mix: families return year after year, and that's not just because of the far-reaching views over Hamilton Harbour and the pink-sand bay. Take a few swings at the nearby Algie M. Pulley-designed golf course or laze under the hot Bermuda sun on one of the loungers by the infinity pool. But if after all the golfing, swimming, and tennis (there are two clay courts on-site) you're eager to get out and explore the island, Newstead's complimentary water taxi service will ferry you to nearby Hamilton. (Sale ends in 3 days.)

Hotel Punta Islita – up to 40% off
Playa Samara, Costa Rica
This honeymooner favorite—complete with an on-site mango orchard—is set on a sprawling 80-acre hillside that overlooks a remote Pacific beach is. The graceful—and very private—earth-tone rooms have rustic accents (think: hammocks and thatch roofs) but don't skimp on amenities (sumptuous villas come with private plunge pools). Upon arrival, guests are assigned a dedicated concierge, who can arrange everything from tandem massages on the beach to intimate dinners in the privacy of your ocean-view bungalow. (Sale ends in 5 days.)

Oceana Santa Barbara – up to 30% off
Santa Barbara, California
Idyllic Santa Barbara, CA, founded by artists in the 1920s, is known for its easygoing vibe and unique cultural charms centered on the main thoroughfare, State Street, and the Pacific Ocean. The waterfront Hotel Oceana, a 122-room Spanish colonial-style hotel on two acres of manicured gardens, is the perfect retreat for travelers who want to explore the town on foot; many of the local highlights (including Stearns Wharf and the Santa Barbara harbor) are within walking distance of the property. Recently renovated rooms are done up in stripes and floral patterns, but there's no need to stay indoors. The concierge will organize day trips and activities, from whale-watching to kayaking, in addition to providing access to complimentary bike rentals. (Sale ends in 5 days.)