April 19, 2026 Award Travel | Digital Nomad BoldlyGo

Digital Nomad Life With Points and Miles: Caroline Lupini’s System

Most people picture digital nomad life as beaches, laptops, and freedom. Caroline Lupini’s version is more practical than that. After 11 years on the road and visits to 128 countries, she has built a points-and-miles system that supports real life, not just travel dreams. In this story, she shares how she balances work, logistics, status chasing, and long-term travel without burning out.

April 15, 2026 Hilton | Hilton cards | Hilton Honors BoldlyGo

Hilton Honors Diamond Reserve: New Elite Status Explained by Hilton Honors VP

Hilton Honors is changing in a big way. Gold and Diamond status will be easier to earn, and Hilton is adding a new top tier, Diamond Reserve, with perks like confirmable upgrades at booking, guaranteed late checkout, and access to Hilton Premium Clubs. Here’s what changed, what stayed the same, and what it means for points and miles travelers.

April 2, 2026 Award Travel | Credit cards | europe | Family Travel BoldlyGo

How One Mom used Points & Miles to Book a $27,000 Europe Trip for $4,000

Rosie is proof that points and miles are not just for big spenders. In this story, she shows how a family turned a $5,000 travel budget into a $26,595.37 trip to Europe, with business class flights, luxury hotels, and real savings. Her approach focused on discipline, timing, and using points to fit a normal family budget.

March 28, 2026 Asia | Award Travel | business class | Fiji | Honeymoon | Hong Kong | New Zealand BoldlyGo

What to Do When Honeymoon Travel Gone Wrong Hits Your Honeymoon

What to do when travel goes wrong on your honeymoon, from lost bags and delays to hotel swaps, with smart points, concierge, and insurance tips.

March 21, 2026 Award Travel | Honeymoon | Itinerary | New Zealand BoldlyGo

Our 2-Week New Zealand Honeymoon With Points and Miles

This 2-week New Zealand itinerary breaks down our honeymoon across Auckland, Queenstown, and a South Island road trip—plus how we used points and miles to unlock luxury hotels, business class flights, and unforgettable experiences along the way.

March 8, 2026 Contributor Post | Costa Rica | Hotels | Waldorf Astoria BoldlyGo

Waldorf Astoria Costa Rica Review: A Family Stay at Waldorf Astoria Cacique

Rosie shares her family’s five-night stay at the brand-new Waldorf Astoria Costa Rica Cacique. In this honest review, she covers booking with Hilton points, room upgrades, pools, kids club, dining, and what families should know before visiting this luxury resort.

March 7, 2026 Award Travel | companion pass | southwest airlines BoldlyGo

Southwest Companion Pass Guide (2026): How It Works, Rules, and Best Timing Strategy

The Southwest Companion Pass can cut your flight costs nearly in half, but only if you understand how it actually works. In this guide, we break down the rules, timing strategies, and common mistakes that determine whether the pass saves you thousands or barely gets used. Based on insights from Southwest expert Max Craig, you’ll learn what your companion really pays, how to time earning the pass for almost two years of travel, and how Southwest’s newest changes affect its value.

February 25, 2026 Africa | Culture | Desert | Destinations | Morocco BoldlyGo

How to Experience Authentic Morocco Beyond the Tourist Spots

Morocco is one of those places where points and miles can handle the flight, but your on-the-ground plan decides whether the trip feels magical or exhausting. In a recent episode of Revolutionizing Your Journey: Travel With Points, host DeAndre Coke sat down with Azdean (founder of Destinations Morocco and host of the Destinations Morocco podcast) […]

February 21, 2026 Africa | JW Marriott | Marriott | Masai Mara | Safari BoldlyGo

How We Used 900,000 Marriott Points for the Safari of a Lifetime at JW Marriott Masai Mara

Brian Barlow shares how he used 900,000 Marriott points to book a five-night stay at JW Marriott Masai Mara, including flights, costs, and what surprised him most about this luxury Kenya safari.

February 10, 2026 Aspire | Award Travel | benefits | Calala Island | credit card | Hilton | Hilton cards BoldlyGo

Hilton Honors American Express Aspire Card: Diamond Status, Real-World Perks, and a Dream Redemption at Calala Island

Premium hotel cards promise luxury—but only if you use them right. In Episode 93 of Revolutionizing Your Journey, Robin Saks Frankel (Forbes Advisor, NerdWallet, Bankrate) explains why the Hilton Aspire Card is her favorite premium hotel card, how Diamond status actually changes a trip, and how she booked Calala Island in Nicaragua with Hilton points. If you want to avoid common beginner mistakes, learn when to transfer vs. buy points, and see how Hilton perks translate into real-world upgrades, this breakdown shows what’s hype—and what truly delivers.