Nestled along the dramatic limestone cliffs of Negril’s West End, this boutique property feels more like a private estate than a resort. It's garnered high praise for its understated elegance, tranquil atmosphere and stunning panoramic views (especially during sunset). We've negotiated 42%–46% off stays of 3 nights or longer just for Travelzoo members. This deal includes upgraded oceanview accommodations and daily breakfast.

The 5-star Casa de Campo is tucked away in a private gated community on one of the DR's best beaches. This “beyond ultraluxe and magical” getaway is a favorite among Travelzoo members and A-list guests including Beyoncé and Jay-Z, Drake, Jennifer Lopez and the Kardashians. Spanning 7,000 acres, it's a destination in and of itself, featuring multiple restaurants, sparkling pools, a spa, three championship golf courses and more. With this offer, two guests can spend 3 nights (or longer) starting at $599 (total, not per person) on dates through September. This no-brainer deal includes daily breakfast, $200 in dining and spa credits and a complimentary round of golf. You can also opt for an all-inclusive package, prime winter dates or combine multiple vouchers for longer stays.

Located along the Platinum Coast of Barbados, Waves Resort and Spa combines beachfront relaxation with a wellness-focused, all-inclusive experience. Part of Marriott’s Autograph Collection, a stay at the resort includes meals, drinks, daily wellness programming and water sports. There's also a complimentary water taxi with access to sister resorts for even more dining options. This special offer is only available to Travelzoo members and saves you 34%–44% on stays of 3 nights or longer through Nov. 15, including a 30-minute spa treatment per person.

Las Terrenas is the kind of Dominican Republic escape that feels a little more under the radar. It has the white-sand beaches travelers expect from the DR, but feels more low-key than larger resort destinations like Punta Cana. At Donoma Las Terrenas Beach Resort & Spa, Autograph Collection, guests get an upscale stay across the street from Playa Las Ballenas. As a Travelzoo member, save 44% on a package that includes upgraded accommodations, daily breakfast, a $150 resort credit and one hour of spa hydrotherapy. You can also upgrade to an all-inclusive plan that covers all meals and drinks.

Orchid Bay is where you can truly disconnect and settle into Belize’s quieter side. This secluded, rustic retreat sits along a protected marine sanctuary on the country’s northern coast. The resort is surrounded by unspoiled nature, vibrant birdlife and lush gardens home to more than 200 species of orchids. Walk along the beach’s powdery sand or jump into the clear, sargassum-free Caribbean waters. We've curated this all-inclusive package exclusively for Travelzoo members. All meals and alcoholic beverages are included, along with a marine ecotour and a sunset cruise. Together, this offer saves you 47%–54% on your stay.

Set within an exclusive gated community on Puerto Rico's southeastern coast, this 4-star resort has plenty of fun things to do for everyone in the family. Spend your days golfing, playing tennis or pickleball, horseback riding, biking or trying water sports. Or simply unwind at one of the several pools. Choose from dates into December and save 54%–61% on 3-night stays or longer with this exclusive offer. We even secured complimentary parking and a $150 resort credit.

For travelers who have “been there, done that” in Punta Cana, Miches is the next place to go. The New York Times named it one of its 52 Places to Go in 2026, thanks to its quieter beach-town feel and fewer crowds. This new Hilton Curio Collection resort brings an all-inclusive stay to Playa Esmeralda, with 17 restaurants, bars and lounges, kids' and teen clubs, and daily entertainment. This Travelzoo member-exclusive offer includes a spacious upgraded room with a plunge pool for two guests, all while saving 30%–40% through October. In addition to all meals and drinks, taxes and tips are included too. You’ll also get a $100 resort credit for food-and-beverage extras just for being a member. November and December dates are also specially priced.

Margaritaville brings its signature laid-back island vibe to St. Thomas at this 4-star family-friendly oceanfront resort. Guests can enjoy a hillside infinity pool with a swim-up bar, seaside dining and complimentary shuttles to the island's most popular beaches. We've secured exclusive rates for Travelzoo members in Studio Suites, which offer plenty of space and a kitchenette. Stay for 3 nights or more for just $199 per night through November. Larger suites with even more space are also exclusively priced.