When to Plan and When to Book Your Trip
When should you start planning a trip and when should you actually book the flights? I’m breaking down my general rule of thumb for Europe, safaris, the Caribbean and more so you can plan ahead without booking too soon.
Mallorca or Ibiza? A Different Side of Spain’s Balearic Islands
There’s a completely different side of Mallorca and Ibiza beyond the party scene. Think secluded Mediterranean coves, incredible food, wellness, hiking and beautiful luxury resorts. I’m sharing two properties that have caught my eye and which Balearic Island might be the better fit for your next European escape.
My Stay at Nayara Gardens: A Family-Friendly Luxury Resort in Costa Rica
Nayara Resorts completely exceeded my expectations. After staying at Nayara Gardens and Nayara Tented Camp and sneaking over to adults-only Nayara Springs for a date night, I’m sharing what I loved, what surprised me, and which property I’d choose for your next Costa Rica trip.
Why the Cotswolds Should Be on Your England Itinerary
The Cotswolds are more than storybook villages and cozy English pubs. From countryside hikes and beautiful spas to incredible food and luxury hotels, this corner of England can be as active or as slow as you want it to be. Here’s why the Cotswolds are at the top of my list and how I’d work them into a larger England itinerary.
Meet Pellicano Hotels: The Italian Hotel Brand at the Top of My List
Meet Pellicano Hotels, the effortlessly chic Italian hotel brand behind three of the country’s most iconic stays. From the Tuscan coast to Ischia and just outside Rome, each property offers its own take on timeless Italian luxury, and they’re officially at the top of my Italy bucket list.
A Reintroduction to Go With Gray Travel
A Reintroduction to Go With Gray Travel and a look at the team behind the scenes!
My Top Recommended Babymoon Destinations in the U.S. as a Luxury Travel Advisor
Luxury travel advisor Gray Ellender of Go With Gray Travel shares her top recommendations for planning a babymoon in the U.S.
My Top 10 Favorite Hotels in the World as a Luxury Travel Advisor
Gray Ellender of Go With Gray Travel shares her top 10 hotel recommendations around the world as a luxury travel advisor.
Traveling to Europe with a Baby: My Packing List
Traveling to Europe with a baby might feel overwhelming at first, but the right packing strategy makes all the difference. After a week in Portugal with our six-month-old, I’m sharing exactly what I packed: carry-on, checked bag, and the essentials I’m so glad I had.
Spotlight on Mykonos: Where to Stay, What to Do, and How to Experience It Well
Planning a trip to Mykonos? Here’s where to stay, what to do, and how to experience the island well, from beach clubs and dining to the best luxury hotels. From luxury planning advisor Gray Ellender with Go With Gray Travel.
How to Choose the Best Location for Your Hotel
Choosing the right hotel location can make or break your trip. Here’s how to decide between beachfront, city center, and secluded stays for your travel style. Travel advice from a luxury travel advisor - Go With Gray Travel.
Quick Luxury Spring Break Escapes
Looking for a quick luxury spring break escape from Charleston? These six refined resorts, from Sea Island to the Bahamas, are perfect for a quick (and beautiful) getaway.
How to Plan a Trip as a Couple
Before you book that couples getaway, ask these 10 essential questions. Align on pace, budget, adventure level, and hotel vibe for a seamless trip.
Spending Smarter on Your Travel: How to Make a Luxury Trip Work Harder for You
Planning a luxury trip isn’t about cutting costs, it’s about allocating your budget intentionally. From leveraging credit card rewards to prioritizing location, inclusions, and seamless logistics, these strategic choices can dramatically increase the value of your travel spend. Here’s how to make every dollar work harder once you arrive.
The Most Anticipated Luxury Resort Openings of 2026
2026 is shaping up to be a standout year for luxury travel, with a wave of highly anticipated resort openings across Europe, the Mediterranean, the Caribbean and beyond. From a restored private island on the French Riviera to refined beachfront escapes in Greece and Mexico, these new properties are redefining what intentional, experience-driven travel looks like. Here are the four resort openings I’m already planning future trips around, and why they deserve a spot on your radar too.
The Best Hotels for New Year’s Eve Celebrations Around the World
In this guide, I’m sharing the best hotels around the world to celebrate New Year’s Eve. Whether you’re dreaming of fireworks over the water, a black-tie gala, or a champagne-filled countdown in a bucket-list destination, these are the hotels that truly know how to do NYE right, plus my expert tips on when to book.
The Best Cities to Experience Christmas Markets Around the World
Dreaming of twinkling lights, mulled wine, and a holiday getaway? From Vienna to Québec City, these are the best Christmas markets around the world and expert tips to help you plan a festive trip you’ll never forget.
Why Holiday Travel Requires Extra Planning
Dreaming of a warmer holiday season? Start planning next year’s Caribbean vacation with Gray.
Black Friday Travel Guide: How to Score Luxury Getaways for Less
How to find the best deals on travel during the Black Friday and Cyber Monday deals.
A Gift Guide for the Travel Lover
A gift guide for the travel lover, inspired by luxury travel advisor Gray Ellender of Go With Gray Travel.

