Classic Vacations Launches Dream Vacation Sweepstakes for Travel Advisors

Luxury tour operator Classic Vacations has launched a new incentive program, offering travel advisors multiple opportunities to win a dream vacation in Europe, Tahiti, or Costa Rica.

Classic Vacations has three major milestone anniversaries in 2026: the company’s 30th anniversary in Europe, its 20th anniversary in the Islands of Tahiti, and its 15th anniversary in Costa Rica. To celebrate, the company is hosting monthly destination education sessions and giving away free trips in each region.

To enter, travel advisors need to attend the destination spotlight, score 100% on the corresponding quiz, and book eligible travel. Each destination has a different sales threshold that advisors need to meet to qualify for the prize drawing.

Europe

The Europe sweepstakes runs from Jan. 6 to May 31, 2026. Travel advisors must sell at least $50,000 in eligible Europe sales during the promotion window, for travel through Dec. 31, 2026. The Europe quiz opens June 2026 and winners will be announced on or before June 30, 2026.

Prizes include:

• First Place: 9-night Italy adventure with 3 nights each in Rome, Florence, and Venice.
• Second Place: 6-night Greek island escape with 3 nights in Mykonos and 3 nights in Santorini.
• Third Place: 6-night Italy trip with 2 nights in Rome and 3 nights in a 3-bedroom villa in Sicily.

The Islands of Tahiti

The Tahiti sweepstakes run from June to September. The minimum sales threshold is $70,000 in Tahiti bookings, completed between Jan. 6 to Sept. 30, 2026 for travel through Dec. 31, 2026. The Tahiti quiz opens in October and winners will be selected on or before Oct. 31, 2026.

Prizes include:

• First Place: A 5-night luxury overwater bungalow getaway in Tahiti, staying at InterContinental Bora Bora Le Moana Resort and Manava Beach Resort & Spa in Moorea.
• Second Place: A 4-night Tahiti island-hopping stay at Conrad Bora Bora Nui, Hilton Moorea, and Hilton Hotel Tahiti.
• Third Place: A 2-night all-inclusive luxury villa stay for two at The Brando in Tetiaroa.

Costa Rica

The Costa Rica sweepstakes also runs from June to September, and the minimum sales threshold is $50,000 in eligible Costa Rica sales. Bookings have to be made between Jan. 6 and Sept. 30, 2026 to qualify, for travel through Dec. 31, 2026. The Costa Rica quiz opens in October 2026, and the winner will be selected on or before Oct. 31, 2026.

Prizes include:

• First Place: 5-night Costa Rica getaway with 2 nights at Nayara Springs and 3 nights at The Springs Resort & Spa, plus a $200 Visa gift card.
• Second Place: 5-night Costa Rica getaway with 2 nights at Nayara Gardens and 3 nights at The Springs Resort & Spa, plus a $100 Visa gift card.
• Third Place: 2-night stay at Nayara Tented Camp with breakfast for two.