Destination: Italy

Aug 22, 2025

Discover clever travel hacks for earning miles, including a listener's impressive strategy that yielded 300,000 miles. Dive into JetBlue's new travel portal and exciting flight updates. Unearth luxurious itineraries across Italy, from Florence's Duomo to sunset dinners on the Amalfi Coast. Hear personal tales of adventures in Rome, Sardinia, and beyond, complete with gourmet dining tips. Explore the intricate beauty of Italy's landscape, cuisine, and cultural experiences, making travel planning a breeze for future trips.

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ANECDOTE

Huge Points From Reimbursed Purchase

Jeff bought $16,000 of tote bags reimbursed by his company and used Capital One Shopping to earn over 300,000 points.
Angie and April highlighted stacking card offers and shopping portals to massively boost miles on reimbursable business buys.

ADVICE

Try Airline Travel Portals

Check new airline portals like JetBlue's OTA for hotel, rental car, and activity bookings whether you fly the airline or not.
Use it as another channel to earn or redeem points when it offers better options.

ADVICE

Use Elevated Offers On Fee-Free Cards

Consider low-minimum-spend Capital One offers on fee-free cards to earn sign-up bonus value quickly.
Pair them with a transferable Capital One product to convert cash back into miles when useful.

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In this episode, Angie and April dive into travel hacks, promotions, and their unforgettable Italian adventures. They highlight a clever mileage-earning strategy from a listener who used a Capital One Shopping portal to rack up over 300,000 miles on a reimbursable business expense—underscoring the value of stacking credit card offers and shopping portals. Travel news includes JetBlue’s launch of a full-service travel portal and new Florida routes from Long Island, United’s Mileage Play promo, and fresh Capital One card offers. April also mentions ongoing promotions from Marriott Homes & Villas, Wyndham, and a status match opportunity via SAS and Scandic.

The main segment focuses on Italy, where Angie and April share their luxurious, points-powered itineraries. Angie recounts her first major points trip, which included business class flights and mostly free hotel stays. Her group journey spanned Milan, Florence (with a Cinque Terre day trip), Rome, Pompeii, and Sorrento. April’s recent trip featured Rome and Sardinia, where she stayed at the upscale 7Pines resort and enjoyed boat tours, live music, and gourmet pizza. She flew Volotea and Aeroitalia, noting the latter’s new partnerships with major airlines like Delta and Qatar Airways. Both hosts offer rich travel tips for each destination—from climbing Florence’s Duomo to sunset dinners on the Amalfi Coast—making this episode a treasure trove for anyone planning a dream trip to Italy.

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