Calgary-based · IATA accredited · Trusted since 2015 Toll free 877-767-1070 · WhatsApp +1 403 800 7110 5,000+ happy travellers from Alberta Calgary-based · IATA accredited · Trusted since 2015 Toll free 877-767-1070 · WhatsApp +1 403 800 7110 5,000+ happy travellers from Alberta
HomeAll-InclusiveHawaii Vacations from Calgary
Seasonal direct YYC-OGG (Maui) flights

Hawaii
from Calgary.

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.

About Calgary

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.

Book in 60 seconds

Ready to book your flight?

Live fares across 320+ airlines. Pick dates, or call 877-767-1070 for unpublished wholesale rates.

Fares from airlines our Calgary travellers fly
Air Canada Air India Air Transat American Airlines Caribbean Airlines Flair Airlines Lufthansa Philippine Airlines WestJet Air Canada Air India Air Transat American Airlines Caribbean Airlines Flair Airlines Lufthansa Philippine Airlines WestJet

FAQ

All-inclusive questions,
answered.

What's included in an all-inclusive package?

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.

Do I need a visa or passport?

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).

When should I book?

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.

Are drinks really free at all-inclusive resorts?

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.

Can I upgrade to adults-only?

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

Need fares this week?
We answer in 45 min.

Sumeet and our Calgary team handle every enquiry in under 45 minutes during business hours. Routed quotes before the day ends.