This Member Days offer ends at 11:59 p.m. PT on Monday, Aug. 10. Situated between Tuscany's UNESCO-listed Val d'Orcia and Val di Chiana, this historic farm-turned-charming countryside hotel tops our list for bucolic fall retreats. Enjoy slow mornings on the terrace with views of harvest season's golden vineyards. Drive along winding cypress-lined roads to nearby Siena and Florence, visit thermal hot springs or go for a leisurely bike ride. These quintessential Tuscan activities are even better during fall with its mild temperatures and lighter crowds. This special package has been created just for Travelzoo Club Members. It can't be booked anywhere else, and if you were to package it yourself, it would cost over $1900. With this offer, spend five nights in spacious apartment-style accommodations for $799 (for two people, not per person) in Italy's most celebrated wine region. This price includes daily breakfast, two dinners and a wine tasting.

We rarely see flight-inclusive vacation packages to this picturesque Hawaiian island.

These are the lowest prices we expect to see for the rest of 2026.

This Member Days offer ends at 11:59 p.m. PT on Monday, Aug. 10. At $2599, this is the lowest price we've seen for an overwater pool villa in the Maldives in years. As a Club Member, you’re saving thousands on regular rates, and because this is an all-inclusive experience, your meals and drinks are covered, too. You’ll also get upgraded accommodations, as well as half off domestic flights within the Maldives. Stay at this adults-only escape through the end of this year or book ahead for May–July 2027. No matter when you go, you'll save 56%–69% with this Member Days offer.

Airfare may be up, but this Iceland vacation is priced lower than we've seen in over a year.

This Member Days offer ends at 11:59 p.m. PT on Monday, Aug. 10. Score an upgraded Water View Room at the family-friendly San Diego Mission Bay Resort for $159 per night. We've done our homework—this is the lowest rate we've seen at this property in over 15 years. Throw in daily breakfast and a waived nightly resort fee, and you're looking at 63%–67% in savings. Sounds like an easy yes to us. Situated 15 minutes from downtown, this 4-star waterfront retreat offers activities for all ages. There's a large pool, tennis and pickleball courts, lawn games, live music, and daily wellness classes. Not to mention, you'll have access to a private beach.

Be among the first to stay at this luxurious beachfront resort.

Paris’ colorful foliage and mild weather set the backdrop for this romantic 5-star getaway.

This Member Days offer ends at 11:59 p.m. PT on Monday, Aug. 10. Napa Valley is a popular year-round destination. With this Member Days offer, Club Members can stay at this Calistoga hotel with rates starting at $119 per night (the lowest we’ve ever seen here). You’ll also get a wine tasting for two and access to the hotel’s natural geothermal mineral pool, hot tub, steam room and sauna. Last-minute summer and harvest season stays are a steal too.

This Member Days offer ends at 11:59 p.m. PT on Monday, Aug. 10. Ladera Resort is ranked among the best resorts in St. Lucia and the Caribbean (Condé Nast Traveler, 2025). Situated on a volcanic ridge with a direct view of the Pitons, it's the only resort in the world located within a UNESCO World Heritage Site. This adults-only retreat is intimate (with just 37 suites) and ideal for romantic getaways. Guests can soak in volcanic mineral springs–fed hot tubs, relax in a 300-year-old treehouse and enjoy farm-to-table dining. With this offer, Club Members pay 40%–68% less than the regular price of a 3-night (or longer) stay. Wake up to breathtaking views from your suite, complete with a private plunge pool. Airport transfers and daily breakfast are also included.

A week in the Caribbean, in a suite, at a new resort, with flights, for less than $1000? It's real.

This Member Days offer ends at 11:59 p.m. PT on Monday, Aug. 10. The Eliza Jane , one of the most distinctive stays in New Orleans, occupies nine former warehouses that have been seamlessly connected into one stylish boutique hotel.  Its prime location puts you just 2 blocks from the French Quarter and 3 blocks from the trendy Warehouse District. Club Members save  48% on stays into November, with rates starting at just $99 per night. These are the lowest rates we’ve ever had at this unique hotel.

This is the lowest price we've seen for a vacation to Portugal's Algarve region.

This Member Days offer ends at 11:59 p.m. PT on Monday, Aug. 10. Phuket has a quieter side, and Club Members can spend a full week (or longer) while saving 54%–58% with this offer. Two guests receive daily breakfast and cocktails, along with two lunches or dinners and a trip to Coral Island starting at around $100 per night. Cape Panwa Hotel is a 5-star resort on the island’s east coast, with one of Phuket’s few private beaches. Fans of "The White Lotus" may also recognize Panwa House, its beachfront Thai restaurant, from Season 3. With pools, water sports and 10 restaurants, cafés and bars, it suits travelers who would rather settle into the resort than chase the nightlife.

This Member Days offer ends at 11:59 p.m. PT on Monday, Aug. 10. With this offer just for Club Members, save 49%–65% on 4-night (or longer) stays at this 4.5-star beachfront resort in Belize. We’ve even secured hundreds of dollars off hard-to-come-by winter dates. Set in laid-back Placencia, this intimate resort has three pools, a private beach, rooftop restaurant and tiki bar. It's also a quick golf cart ride from the village's shops and restaurants. ( Tip: This deal includes 20% off a golf cart rental.)

This Member Days offer ends at 11:59 p.m. PT on Monday, Aug. 10. Score a rare deal on a stay at this 5-star West Loop favorite, where sleek, Japanese-inspired design meets one of Chicago's most vibrant neighborhoods. You'll be in the middle of Fulton Market's buzzy dining and nightlife scene, with Nobu's acclaimed restaurant right in the hotel. After exploring the city, take a dip in the indoor pool or rejuvenate in the steam rooms. Only Club Members can stay in an upgraded room while saving 59%–66% — the biggest discount we've seen at this luxurious Chicago hotel.

This Member Days offer ends at 11:59 p.m. PT on Monday, Aug. 10. Tucked along the shore on Waikiki’s quieter Gold Coast, this 4-star hotel feels like a secluded beachfront hideaway. It sits at the base of Diamond Head, away from the mega-resort crowds, but it's less than a mile from the shopping, dining and entertainment scene. We've negotiated this offer just for Club Members, who get the lowest rates we've seen here in years. Stay 3 nights (or longer) for $159 per night, most dates through March. You’ll also get a $50 credit and skip the resort fee (everyone else pays $45 per night).

This Member Days offer ends at 11:59 p.m. PT on Monday, Aug. 10. Cayman Islands deals are hard to come by, especially for stays heading into peak season. With this limited-time offer, ONE GT | Grand Cayman is giving Club Members first dibs on stays while saving 50%–73% into December. Two guests can spend 3 nights (or more) from $599, including a welcome amenity, waived nightly amenity fees and upgraded accommodations. Opened in May, this luxury property brings a polished, residential feel to George Town. Every suite covers more than 600 square feet, with a kitchenette and separate living area. The hotel is also home to the island’s only rooftop infinity pool. The best part? Beach trips are covered too. The hotel’s complimentary shuttle reaches the famous Seven Mile Beach in about 10 minutes.

This Member Days offer ends at 11:59 p.m. PT on Monday, Aug. 10. Bali is one of the world's top destinations for a reason. From stunning beaches and dramatic sunsets to lush rice fields and ancient temples, the Island of the Gods delivers on natural beauty and rich culture. Plan a romantic getaway and score a 5-night (or longer) stay for two in a spacious villa with a private pool starting at just $599 with this offer only available to Club Members. (That's around $60 per person, per day.) Daily breakfast is included, along with a special floating breakfast experience. You’ll also get cocktails and an hour-long massage, plus dining and spa discounts.

This Member Days offer ends at 11:59 p.m. PT on Monday, Aug. 10. Squeezing in one last summer trip? Or planning ahead for holiday shopping and a theater weekend? Club Members save 54% on stays through December at this stylish 4-star hotel in the heart of San Francisco. It's just a 5-minute walk from stores in Union Square and the Theatre District. 

This Member Days offer ends at 11:59 p.m. PT on Monday, Aug. 10. It's no secret that New York City is expensive. But we worked out a deal with Ace Hotel to bring Club Members reduced rates starting from $139 per night. You'll skip the nightly $40 destination fee and save 50%–61% on stays through December (including weekends). This trendy hotel buzzes with "social, communal energy" (Condé Nast Traveler, 2026). It boasts retro artsy vibes and an absolutely killer location—just 5 blocks from the iconic Empire State Building. Midtown, Madison Square Park, Union Square and the Flatiron District are all within a 20-minute walk.

Your private terrace puts the pool at your doorstep.