Best Wingbuddy.com Deals & Sales for September 2026

Spend 6 nights in Ponta Delgada on São Miguel in the Azores, with round-trip international flights, 4-star hotel accommodations, airport transfers, breakfasts, one lunch, and guided excursions included. Highlights include a three-hour whale-watching boat tour, Sete Cidades, Lagoa do Fogo, Ribeira Grande, and Furnas. Book this travel deal by August 31, 2026.

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Escape to São Miguel in the Azores with Windbudy on this 8-day vacation with flights included. This package includes round-trip international flights between the U.S. and Ponta Delgada, 6 nights of hotel accommodations, airport transfers, daily breakfast, one lunch, a multilingual English-speaking guide during tours, and a three-hour whale-watching boat tour. Book this travel deal by June 30, 2026.

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Tour Peru on an 8-day organized vacation covering Lima, Cusco, the Sacred Valley, and Machu Picchu. The package includes roundtrip international flights, domestic flights, 7 nights of hotel accommodations, guided sightseeing, transfers, and 9 meals. Highlights include Lima’s historic center, Cusco and nearby Inca sites, the Sacred Valley, and a guided visit to Machu Picchu. Book this travel deal by August 31, 2026.

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Tour Italy from north to south on this 10-night organized package from Wingbuddy. It includes roundtrip international flights, hotels, transfers, transportation by deluxe motor coach, 18 meals, and visits to Rome, Assisi, Siena, Florence, Bologna, Venice, Montepulciano, Pompeii, Sorrento, and Capri. Book this travel deal by July 31, 2026.

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Explore three of Italy’s most iconic cities on this 7-night vacation with roundtrip international flights, hotels, daily breakfast, airport transfers, and train travel included. Spend two nights in Venice, two nights in Florence, and three nights in Rome, with time to discover landmarks such as St. Mark’s Basilica, the Duomo, the Colosseum, and Vatican City. The package is priced from $1,698 per person after a $100 promotional discount. Book this travel deal by July 31, 2026.

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Visit Athens, Paros, and Santorini with Windbudy on this 11-day Greek Islands vacation with flights included. This package includes round-trip international flights between the U.S. and Athens, ferry transfers between Athens and the islands, 9 nights of hotel accommodations, airport, hotel, and port transfers, and daily breakfast. Book this travel deal by June 30, 2026.

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Spend 9 nights exploring Athens and the Greek islands of Paros and Santorini, with round-trip international flights, hotel accommodations, transfers, and ferries between Athens and the islands included. Enjoy free time to explore Athens before spending three nights each on Paros and Santorini. Book this travel deal by August 31, 2026.

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Explore Costa Rica on a 10-night vacation visiting San José, Tortuguero, Arenal, Monteverde, and the Central Pacific coast. The package includes roundtrip international flights, hotel stays, 15 meals, airport and hotel transfers, transportation in air-conditioned vehicles, English-speaking guides, excursions, and entrance fees. Book this travel deal by August 31, 2026.

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Spend 2 nights in Venice, 2 nights in Florence, and 3 nights in Rome on this 7-night Italy vacation. The package includes international flights, hotel accommodations with daily breakfast, train travel between Venice, Florence, and Rome, plus airport transfers in Venice and Rome. Book this travel deal by August 31, 2026.

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Visit Thailand on this 11-night semi-organized tour package from Wingbuddy. It includes roundtrip international flights, internal flights between Bangkok, Chiang Mai, and Phuket, 4-star hotels, transfers, breakfasts, and half-day guided tours in Bangkok and Chiang Mai. Book this travel deal by July 31, 2026.

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Visit Prague, Vienna, and Budapest with Windbudy on this 11-day Europe vacation with flights included. This package includes international flights into Prague and out of Budapest, train tickets between Prague, Vienna, and Budapest, airport and train station transfers, 9 nights of hotel accommodations, daily breakfast, and guided tours in all three cities. Book this travel deal by June 30, 2026.

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Explore Venice, Florence, Rome, Sorrento, Capri, Pompeii, and the Amalfi Coast with Windbudy on this 12-day Italy vacation with flights included. This package includes international flights into Venice and out of Rome, train tickets between Venice, Florence, and Rome, 10 nights of hotel accommodations, 12 meals, a Pompeii visit with skip-the-line access, and round-trip ferry tickets between Sorrento and Capri. Book this travel deal by June 30, 2026.

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Discover Porto, the Douro Valley, Lisbon, Sintra, Albufeira, and the Algarve with Windbudy on this 13-day Portugal vacation with flights included. This package includes international flights into Porto and out of Lisbon, train tickets between Porto, Lisbon, and Albufeira, 11 nights of hotel accommodations, transfers, daily breakfast, one lunch, a wine tasting, and guided tours of the Douro Valley and Sintra. Book this travel deal by June 30, 2026.

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Explore Portugal by train on an 11-night vacation with international flights, hotel accommodations, transfers, and train travel between Porto, Lisbon, and Albufeira. The itinerary includes time in Porto, Lisbon, and the Algarve, plus guided tours of the Douro Valley and Sintra, with a wine tasting and Pena Palace admission included. Book this travel deal by August 31, 2026.

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Island-hop through Greece on this 14-night vacation with roundtrip international flights, hotels, breakfast, transfers, and ferry travel included. Spend two nights in Athens, four nights in Paros, four nights in Naxos, and four nights in Santorini, with plenty of free time to explore beaches, villages, historic sites, and local dining. The package is priced from $2,698 per person after a $100 promotional discount. Book this travel deal by July 31, 2026.

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Experience Japan on this 12-night guided tour package from Wingbuddy. It includes roundtrip international flights, hotels, daily breakfasts, 30 traditional meals, guided sightseeing, rail travel, a monastery stay, and visits to Tokyo, Mount Fuji, Kyoto, Hiroshima, Osaka, and more. Book this travel deal by July 31, 2026.

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See Portugal by train on this 7-night semi-organized package from Wingbuddy. It includes international flights, hotels in Porto and Lisbon, transfers, tourist-class train tickets between Porto and Lisbon, breakfasts, one lunch, a Douro Valley tour with wine tasting, and a full-day tour of Sintra. Book this travel deal by July 31, 2026.

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Visit three Central European capitals on this 11-day Wingbuddy package with international flights, 9 nights in hotels, breakfasts, train tickets, transfers, and 3 excursions included. Start in Prague with a guided walking tour, continue by train to Vienna for a half-day city tour, then travel to Budapest for a guided tour featuring landmarks like the Széchenyi Chain Bridge, Buda Castle District, and St. Stephen's Basilica. Book this travel deal by June 30, 2026.

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Explore Italy by train on this 9-day Wingbuddy package with international flights, 7 nights in hotels, breakfasts, train tickets, and welcome transfers included. Visit Venice, Florence, and Rome with time at leisure to see landmarks like the Grand Canal, Ponte Vecchio, Colosseum, Roman Forum, and Vatican area. Book this travel deal by June 30, 2026.

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