June 7, 2026 Family Travel | Homeschool BoldlyGo

How to Pull Kids Out of School and Travel on Points

Can you pull your kids out of school and travel for months at a time? Nick Reyes of Frequent Miler did exactly that, using temporary homeschooling and points and miles to take his family on a three-month trip through the Bahamas, French Polynesia, and Europe. In this post, we break down how he made it work and how the family booked the trip.

May 29, 2026 American Express | Amex BoldlyGo

Amex Membership Rewards Points: The Best Cards and Best Uses

Your Amex points can buy a weak statement credit, or they can book business class to Europe and high-end hotel stays for a fraction of the cash price. The gap is huge, and it comes down to how you use Membership Rewards. On the BoldlyGo Podcast, DeAndre Coke sat down with points and miles expert […]

May 22, 2026 Award Travel | Family Travel BoldlyGo

How to Travel With Points Based on Your Travel Style

Three points and miles experts show how travel style shapes every redemption. From luxury family trips to premium cabin flights and safari dreams, this episode proves the best award booking is the one that fits your life.

April 26, 2026 Award Travel | business class | Business Owner | etihad | Maldives | qsuites BoldlyGo

Stranded in St. Thomas, Then Flying Etihad’s The Residence

Cappy Sinclair used business spend from his dental practice to book luxury flights and hotels, including Etihad’s The Residence. But his story also includes a St. Thomas travel disruption that shows why status and simple systems matter when plans go wrong.

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 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.