Direct YYC to Maui (OGG) flights in winter season with WestJet and Air Canada, plus one-stop options to Kauai, Big Island, and Oahu year-round via Vancouver. Hawaii isn't all-inclusive but we bundle flight, resort, car rental, and inter-island hops.
Hawaii is a different travel profile from the Caribbean — higher cost, more scenic variety, and typically room-and-meal plan rather than true all-inclusive. Maui is the most-booked island for first-time visitors (Road to Hana, Haleakala, Kaanapali). Big Island has volcanoes and dramatic landscapes. Kauai is the greenest and most dramatic. Oahu is the most urban. Most Calgary travellers pick 1-2 islands per trip.
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Live fares across 320+ airlines. Pick dates, or call 877-767-1070 for unpublished wholesale rates.
Family, group, corporate, honeymoon — built around your dates and budget.
Our Calgary visa desk pre-fills forms, books biometrics, and preps you for the interview.
FAQ
Round-trip flights from YYC, airport transfers in destination, resort accommodation, all meals, most drinks (local + international brands at most 4-5 stars), and access to resort activities. Some higher-tier resorts include a la carte restaurants and premium spirits.
Valid Canadian passport with 6+ months validity. No visa is required for Mexico (tourist card issued on arrival and included in your booking), Cuba (tourist card included), Dominican Republic (no visa for Canadians), Costa Rica (no visa), or Hawaii (ESTA required for US entry, we handle it).
For best prices, 3-6 months ahead for peak winter season (December-March). Last-minute 7-day windows are possible with limited resort choice. We monitor price drops and can alert you when fares dip.
Most drinks — local beers, standard cocktails, house wine, soft drinks — yes. Premium spirits, champagnes, and some international wines may cost extra at 4-star resorts; most 5-star resorts include everything.
Yes. Adults-only resorts (Secrets, Breathless, Excellence, Palladium's adult sections, Riu Palace Adults Only) are typically 15-25% more than family resorts but offer quieter, more refined experiences.
Talk to an agent
Sumeet and our Calgary team handle every enquiry in under 45 minutes during business hours. Routed quotes before the day ends.