Four Things I’d Never Do Planning Luxury Family Vacations
After planning hundreds of luxury family vacations over the years, I’ve noticed something surprising. The trips families talk about years later rarely look the way people think they should. They’re not packed itineraries with every minute accounted for. They’re not ten cities in twelve days. They’re not a race from museum to landmark to restaurant […]
Luxury Travel to Costa Rica: Best Resorts & How to Plan the Perfect Itinerary
Costa Rica has quickly become one of the most requested destinations we plan at The Shameless Tourist. And honestly? It’s easy to see why. Few places balance extraordinary nature and refined hospitality as effortlessly as Costa Rica. Think lush rainforests, volcano views, wildlife encounters, and golden beaches—paired with world-class resorts, private guides, wellness experiences, and […]
The Best Luxury Mountain Resorts in the Rocky Mountains
Thinking about a luxury mountain getaway? At The Shameless Tourist, we receive almost as many requests for Rocky Mountain escapes as we do for beach vacations—and for good reason. From world-class skiing to cool-weather summer travel, the Rocky Mountains are home to some of the best luxury resorts in the United States. Whether you’re planning […]
Family Travel Planning: How to Include Children At Any Age
Traveling with your family is most rewarding when every member feels involved in the planning process from the beginning. We believe trips should be crafted with your children, not just for them. Engaging children in travel planning ensures smoother trips, fewer meltdowns, and experiences that everyone will cherish. Below, we break down age-appropriate strategies to […]
All Roads Lead to Disney (But Which Is the Best for You?)
TL;DR: All Roads Lead to Disney explores how to plan the perfect Disney vacation—from choosing the right parks and resorts to maximizing experiences through smart itinerary planning. Whether you’re headed to Walt Disney World, Disneyland, or Disney Cruiseline experiences, this guide breaks down tips, timeline strategies, and insider advice that help you navigate crowds, dining […]