$799—Rare Portugal 2-island getaway w/flights

Cross two Portuguese islands off your bucket list with this Travelzoo Club Offer. Explore Madeira, home to dramatic cliffs and lush valleys. Then jet off to The Azores, where volcanic craters and hot springs await. We've done the research and found that flights alone cost nearly as much as the entire trip itself.

This is a Club Offer, negotiated exclusively for our Club Members.

What's included for $799 per person:

• The $799 price is available for 138 passengers, across departure cities. The price will increase to $899 if that sells out.
• Roundtrip flights from the U.S. to Portugal
• Local flight from Madeira Island to São Miguel Island
• 3 nights on Madeira Island
• 3 nights on São Miguel Island in The Azores
• Air and hotel taxes

Per-person pricing:

• $799 … Boston, Newark, New York City
• $949 … Chicago
• $999 … Miami
  
• $1099 … San Francisco; Washington, D.C.

Additional U.S. cities are available by request.

When to go: Depart on select dates December 2025–February 2026. Departures in the spring and summer are also on sale. Both Madeira and the Azores enjoy a subtropical climate, offering pleasant temperatures and comfortable weather throughout the year.

Customize your itinerary: Add activities like a Jeep safari across Madeira or a whale-watching tour in The Azores; or upgrade your hotels.