Seasonal Deal Calendar

Know when to book and where to go for the best value all year round.

Deal-Finding Principles

Book 2-3 Months Ahead

For domestic flights, the sweet spot is typically 1-3 months before departure. International flights often need 2-8 months lead time.

Tuesday/Wednesday Flights

Mid-week departures are usually cheapest. Weekend flights carry a premium, especially for leisure routes.

Shoulder Seasons Win

The weeks just before and after peak season offer the best balance of price, weather, and crowds.

Month-by-Month Guide

January

Deal Opportunities

Post-holiday flight sales (often starting Jan 2-3)

Best Destinations

Caribbean, Mexico, Southeast Asia, Australia (summer)

Avoid

Ski resorts at peak pricing

Booking Tip

Book spring break trips now before prices spike

February

Deal Opportunities

Valentine's weekend premium pricing, but good deals mid-month

Best Destinations

Central America, South America, New Zealand

Avoid

Romantic destinations around Feb 14

Booking Tip

Book summer Europe trips now for best selection

March

Deal Opportunities

Spring break drives up prices to beach destinations

Best Destinations

Japan (cherry blossoms), Morocco, Portugal

Avoid

Florida, Cancun, Caribbean (spring break crowds)

Booking Tip

Watch for flash sales as airlines compete for summer bookings

April

Deal Opportunities

Post-spring break lull offers good value

Best Destinations

Mediterranean shoulder season, Japan, Eastern Europe

Avoid

Easter week can spike prices

Booking Tip

Last chance for summer deals before peak pricing

May

Deal Opportunities

Early summer sweet spot before peak season

Best Destinations

Europe before crowds, Greece, Croatia, Portugal

Avoid

Memorial Day weekend premium pricing

Booking Tip

Book fall trips now for best selection

June

Deal Opportunities

Peak season begins—fewer deals but best weather

Best Destinations

Alaska, Iceland (midnight sun), Northern Europe

Avoid

All of Europe getting crowded and expensive

Booking Tip

Start watching for fall/winter flight deals

July

Deal Opportunities

Peak pricing for most destinations

Best Destinations

Canadian Rockies, Patagonia (winter), East Africa

Avoid

Mediterranean at most expensive and crowded

Booking Tip

Book holiday season trips now before prices spike

August

Deal Opportunities

Late-month deals as summer winds down

Best Destinations

Scandinavia, British Isles, Peru (dry season)

Avoid

European vacation month—very crowded

Booking Tip

Labor Day deals often start mid-August

September

Deal Opportunities

Shoulder season begins—excellent value

Best Destinations

Europe post-summer, Greece, Italy, Spain

Avoid

Initial Labor Day weekend

Booking Tip

Prime time to book winter travel

October

Deal Opportunities

Great shoulder season value continues

Best Destinations

Mediterranean, Japan (fall colors), Morocco

Avoid

Halloween week premiums in some areas

Booking Tip

Book spring trips for best prices

November

Deal Opportunities

Black Friday/Cyber Monday travel sales (biggest of year)

Best Destinations

Southeast Asia (beginning of dry season), Caribbean before winter rush

Avoid

Thanksgiving week (US) highest prices of fall

Booking Tip

Best time to book for entire next year

December

Deal Opportunities

Early December good; mid-month through Jan 2 expensive

Best Destinations

Thailand, Vietnam, Costa Rica (dry season begins)

Avoid

Dec 15 - Jan 2 peak holiday pricing everywhere

Booking Tip

Jan-Feb trips often have last-minute deals

Join the Journey

Weekly tips on finding deals, packing smart, and making the most of your travel budget.

No spam, ever. Just practical advice for budget travelers.