Best Wingbuddy.com Deals & Sales for May 2026

Explore Venice, Florence, and Rome on this 7-night Italy vacation from Wingbuddy. This freedom package includes international flights between the USA and Venice and Rome and the USA, airport transfers in Venice and Rome, train tickets between Venice, Florence, and Rome, hotels, and daily breakfast. Book this travel deal by May 31, 2026.

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Explore Athens, Paros, and Santorini on this 9-night Greek Islands vacation from Wingbuddy. This freedom package includes round-trip international flights between the USA and Athens, greetings and transfers between the airport, hotels, and ports, hotel accommodations, all ferries between Athens and the islands as listed in the itinerary, and daily breakfast. Book this travel deal by May 31, 2026.

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Explore Japan on this 12-night guided tour from Wingbuddy. This package includes international flights between the USA and Tokyo and Osaka and the USA, airport transfers in Tokyo and Osaka, hotel accommodations, transportation by deluxe motorcoach, train tickets from Miyajimaguchi, an English-speaking local guide, 30 traditional meals, visits and entrance fees, and one checked bag. Highlights include Tokyo, Kawaguchiko, Mount Fuji, Matsumoto, Takayama, Shirakawago, Gifu, Ise, Kii-Katsuura, Mount Koya, Nara, Osaka, Okayama, Hiroshima, Miyajima, and Kyoto. Book this travel deal by May 31, 2026.

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Explore Portugal by train on this 11-night semi-organized vacation from Wingbuddy. This package includes international flights between the USA and Porto and Lisbon and the USA, transfers between airports, hotels, and train stations, train tickets between Porto and Lisbon and from Lisbon to Albufeira round trip, hotels, all breakfasts, 1 lunch, a wine tasting, a Douro Valley tour, and a full-day Sintra tour with Pena Palace entrance. Book this travel deal by May 31, 2026.

Satisfy your wanderlust - and your wallet - by taking a look at all our top travel deals. Buy Now at Wingbuddy.com

Explore Prague, Vienna, and Budapest on this 9-night semi-organized vacation from Wingbuddy. This package includes international flights between the USA and Prague and Budapest and the USA, train tickets between Prague, Vienna, and Budapest, hotel accommodations, daily breakfast, airport, train station, and hotel transfers, and guided tours in each city with a multilingual English-speaking guide. Book this travel deal by May 31, 2026.

Satisfy your wanderlust - and your wallet - by taking a look at all our top travel deals. Buy Now at Wingbuddy.com

Discover Portugal on this 7-night guided vacation from Wingbuddy. This package includes round-trip international flights between the USA and Lisbon, hotels, all breakfasts, one lunch, airport welcome and transfers, transportation by deluxe motorcoach, excursions, and a multilingual English-speaking guide. Highlights include Lisbon, Sintra, Cascais, Tomar, Fatima, Batalha, Porto, the Douro Valley, Aveiro, Nazaré, and Óbidos. Book this travel deal by May 31, 2026.

Satisfy your wanderlust - and your wallet - by taking a look at all our top travel deals. Buy Now at Wingbuddy.com

Discover Thailand on this 11-night semi-organized vacation from Wingbuddy. This package includes round-trip international flights between the USA and Bangkok, internal flights between Bangkok, Chiang Mai, and Phuket, airport and hotel transfers, 4-star hotels, daily breakfast, deluxe vehicle transportation, half-day tours in Bangkok and Chiang Mai with English-speaking guides, and one checked bag. Highlights include Bangkok, Chiang Mai, Phuket, Wat Phra Kaew, the Royal Palace, Wat Pho, Wat Chiang Man, Wat Phra Sing, Wat Sri Suphan, and beach time in Phuket. Book this travel deal by May 31, 2026.

Satisfy your wanderlust - and your wallet - by taking a look at all our top travel deals. Buy Now at Wingbuddy.com

Explore Italy from Rome to Sorrento on this 10-night guided vacation from Wingbuddy. This package includes round-trip international flights between the USA and Rome, hotel accommodations, airport transfers in Rome, transportation by deluxe motorcoach, a multilingual tour leader and local guides, 18 meals, visits and entrance fees, skip-the-line Vatican Museums and Pompeii visits, a round-trip ferry between Sorrento and Capri, and a Blue Grotto boat tour when weather permits. Highlights include Rome, Assisi, Siena, Florence, Bologna, Venice, Montepulciano, Pompeii, Sorrento, and Capri. Book this travel deal by May 31, 2026.

Satisfy your wanderlust - and your wallet - by taking a look at all our top travel deals. Buy Now at Wingbuddy.com

Explore Peru on this 12-night guided tour from Wingbuddy. This package includes round-trip international flights between the USA and Lima, internal flights between Lima, Arequipa, Cusco, and Lima, hotel accommodations, transfers, A/C vehicles, train tickets between Ollantaytambo and Aguas Calientes, a private boat excursion on Lake Titicaca, English-multilingual local guides, 19 meals, visits and entrance fees, and excursions. Highlights include Lima, Arequipa, Puno, Lake Titicaca, Cusco, the Sacred Valley, Machu Picchu, Palcoyo, and more. Book this travel deal by May 31, 2026.

Satisfy your wanderlust - and your wallet - by taking a look at all our top travel deals. Buy Now at Wingbuddy.com