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Hotels, experiences, transfers, tours and private guides, planned and booked for you.
Iceland Ring Road: 10 Days
10 days · 9 nights · from $5,659
View the tripWhat’s your budget?
Starting prices, per person.
Every trip, made just for you.
Every trip starts with a conversation about you: your pace, what makes a day great and what you'd skip. Then we build it around that and fine-tune it together until it's just right.
Where do you want to go?
From Iceland to Glacier National Park, trips planned around you, wherever you want to go.
Iceland
Waterfalls, glaciers, black sand beaches and wide-open roads.
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Glacier National Park
Mountain views, lakes and some of the best hiking in the Rockies.
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Banff & Lake Louise
Turquoise lakes and Canadian Rockies scenery.
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Asheville
Blue Ridge Mountains, family time and a relaxed pace.
ExploreSomewhere else?
Just ask. Share where you're thinking of going, and we'll let you know how we can help.
Share your ideaWho’s traveling?
Different travelers, same goal: a trip that feels like yours.
Signature Trips
Curated trips with a set price. Choose your dates, then book in minutes.
Alaska Grand Adventure: 10 Days
Scenic trains, a park wildlife tour, a Kenai Fjords glacier cruise and Girdwood. No car needed.
- One set price
- Pick your dates and book online
- Fully customizable
Iceland Ring Road: 10 Days
A self-drive loop around the island for travelers who want to see it all.
- One set price
- Pick your dates and book online
- Fully customizable
Glacier National Park: 6 Days
Going-to-the-Sun Road, Logan Pass, park lodges and 2 boat tours, from Kalispell.
- One set price
- Pick your dates and book online
- Fully customizable
Trips Worth Taking
Insider tips, real itineraries and smart ways to see more for less.
Trips & Itineraries
Real itineraries and destination ideas to get you started.
Read trip ideas
Travel Planning
Timing, packing and planning tips that save you hours.
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Family Travel
Trips that work for kids, teens and grandparents too.
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Break the Autopilot
Turning "someday" into a trip that's actually on the calendar.
Read mindset posts
Travel Cents
Saving and budgeting for the trips you want to take.
Read money tipsFrom "we should go" to "we're going"
Three easy steps. You get one person who knows your whole trip.
Share your trip idea
Share where you'd like to go, when and who's coming. The more you share, the better we can plan.
Design it together
We talk through your ideas, dates and budget, then build a custom plan and tweak it together until it feels right.
Booked and ready to go
We book everything you approved and send you the details. All that's left is packing.
Simple pricing, flexible credit
Cancellations less than 90 days before your trip start date don't receive trip credit unless you added Flexible Cancellation. See the full policy
#itsTripEasy
Share your travels — tag @itsTripEasy and use #itsTripEasy for a chance to be featured!
Get FeaturedWhat travelers are saying
Real words from real trips.
“Mary made this feel like a once-in-a-lifetime experience thoughtfully designed just for our family.”
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I cannot say enough amazing things about Mary and the incredible trip she planned for our huge family out west to Glacier National Park and Lake Louise in Canada. From the very beginning, Mary made this feel like a once-in-a-lifetime experience thoughtfully designed just for our family.
Every detail was handled with such care, from the breathtaking views and perfectly timed stops to the little moments that ended up meaning the most—like eating homemade huckleberry ice and realizing I was exactly where I was meant to be with those I love.
“Having all the heavy lifting done for us on the trips made them super relaxing and not stressful at all!”
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Having all the heavy lifting done for us on the trips made them super relaxing and not stressful at all! You get to enjoy your trip without the stress of having to figure out and plan all the details ahead of time. You really get the best of both worlds by having Mary plan it all out. You can just be excited about your trip and then go! The first trip we went on was Glacier National Park. My favorite part was the amazing hikes we went on and jumping off the bridge into the river. Our second trip was to Asheville NC. My favorite part with this trip was having time with family and just hanging out with everyone. Truly some of the best trips I’ve been on!!
“She can help you break down each step such as WHAT, WHEN, and then the big one HOW(money) into winnable situations.”
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WHAT - WHEN - HOW, are the big barriers that start to topple when you apply these practical principles. Mentality is important and was the only thing standing between me and the life that I knew was achievable. She can help you break down each step such as WHAT, WHEN, and then the big one HOW(money) into winnable situations. A big thanks to (itsTripEasy) who’s travel mindset has affected many areas of my life, not just my dream of traveling.
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