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Compass Roam
  • Destination
    • North America
      • Canada
        • Cape Breton, Nova Scotia
        • Whistler, British Columbia
      • U.S.A.
        • Big Sur, Pebble Beach, Carmel
        • Cape Cod, MA
        • Cape May, NJ
        • Jackson Hole, WY
        • Kauai, HI
        • Lake George, NY
        • Lake Placid, NY
        • Orlando, FL
        • Santa Barbara, CA
        • Sedona & Scottsdale, AZ
        • Twin Farms, VT
        • Watch Hill, RI
        • Woodstock, VT
      • Mexico
        • Riviera Maya
    • Europe
      • Florence & Tuscany
      • Munich
      • Puglia
      • Rome
      • Sicily: Syracuse & Taormina
    • Africa
      • Tanzania
    • Middle East
      • Turkey: Istanbul & Cappadocia
  • Hotels
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  • Shop
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Sharing some favorite shots from 2025 to help insp Sharing some favorite shots from 2025 to help inspire  2026 family travel plans 

2025 was an incredible year for travel 💕 Costa Rica and Mexico  were top favorites — but we also enjoyed a baby moon with the kids in Florida, a mom and dad escape to @twinfarms, as well as trips to Disney, Jackson Hole and Georgia. Of course, our most exciting news of 2025 was that we welcomed a new member to the Compass Roam crew.  To date, at 8 months, he has been on 13 flights! 

It was also an incredible of travel for YOU- my wonderful clients. In 2025 I planned family vacations to 13 different countries, across 78 total trips! If you love luxury travel, would like to learn more about traveling with kids, or need some help planning your own trips — please follow along and reach out. This is what I love to do!

Cheers to a wonderful 2026 — I can’t wait to show you where we’re headed next. 

What’s your first trip planned for the new year?  Let me know in the comments below 

#familytravel #luxuryfamilytravel #travelwithkids
And this is why we have to budget for ski school, And this is why we have to budget for ski school, folks! 🤪

Couldn’t help myself - had to hop on this first vs secondborn trend after our recent ski trip to Jackson Hole. Always a fun time seeing how birth order translates to the ski slopes. 

#firstvssecondchild #skitrip #familytravel #skiingwithkids
WHERE DID YOU GO IN 2025 THAT WILL STAY WITH YOU F WHERE DID YOU GO IN 2025 THAT WILL STAY WITH YOU FOREVER? 

What was your favorite destination? Or was it a hotel that you keep dreaming about — one that was a destination itself? Who did you go with? 

I want to know everything so let me know in the comments below - I will compile your favorite spots into a list and share as future post 

But it’s only fair if I go first…

My favorite destination of 2025 was Costa Rica! 

I truly don’t understand why people “save” this destination for when kids are older.  It’s the type of place where you could go back 10x and each trip would be so drastically different — there’s just so much to see and do across age groups. 
We did 4 days at the incredible @fscostarica followed by 4 days @altagraciaauberge and WOW. Both hotels are magical, perfect for families with little kids, and are great to pair together. You’ll get to experience the beach and coastline, as well as temperate rainforest up in the mountains. 
It was a perfect 10/10. 

Not sure how to get started booking a trip here? Well ⬇️
___________

Hi - I’m Jillian - a luxury family travel advisor with 3 little kids. I share content about our favorite family destinations and hotels.  Kid approved. As an advisor, I can also book hotels for you with free perks as well as help plan your own family vacations. I specialize in luxury travel and 4 and 5 star properties.  Please reach out if you’d like to learn more! 

#favoritedestinations #favoritehotels #Traveladvisor #luxuryfamilytravel
Happy New Year from Jackson Hole 🤍🥂 We spent our Happy New Year from Jackson Hole 🤍🥂

We spent our winter break in Wyoming — ski days, cold air, and mountain fun.  I’ll be sharing more from this trip soon, but for now… a little hello + thank you.

Thank you for following along here, for cheering us on, and for trusting Compass Roam with your family vacations. I don’t take that lightly — especially knowing how precious travel time is with kids. 

As we head into 2026, here’s what’s coming next on this page:
🎆A roundup of our favorite hotel stays from 2025 (the actually worth it ones)
🎆Jackson Hole family travel tips
🎆 A luxury family Costa Rica hotel reveal that deserves a spot on your bucket list
🎆 A behind-the-scenes look at how working with a travel advisor can make travel planning easier (and way less overwhelming)

If you’re dreaming about a trip this year — or just starting to think ahead — what questions do you have for me? ✈️✨

#familytravel #familytraveldestinations #jacksonhole #wyoming
15 LUXURY FAMILY HOTELS THAT RECENTLY WOWED ME ✨ 15 LUXURY FAMILY HOTELS THAT RECENTLY WOWED ME ✨

Recently I attended the @foratravel annual conference — a two-day deep dive into the world of travel, where I met with hundreds of hotels, tour operators and other advisors. 

My mission: Source the best luxury family hotels + build personal relationships with hotels around the world — so that when you book through me, you’re not just a reservation number to these properties — you’re a VIP guest.

These 15 hotels truly stood out — whether for their jaw-dropping settings, thoughtful family programming, or next-level service.

✨ ROSEWOOD MANDARINA – Where jungle, cliffs, and beach merge on the Riviera Nayarit
✨ FOUR SEASONS CABO – Two miles of swimmable Sea of Cortez beaches
✨ AUBERGE HACIENDA ALTAGRACIA - Rainforest high life hideaway, set above the clouds
✨ ONE&ONLY MOONLIGHT BASIN – Skiing in luxury or summertime wilderness adventuring
✨ JUMBY BAY (OETKER COLLECTION) – Taking all-inclusive to the next level on a private island
✨ SUGAR BEACH, A VICEROY RESORT – Backdrops like Hawaii, but with a much shorter flight
✨ FOUR SEASONS PUERTO RICO – Brand new hotel, no passport required
✨ RITZ-CARLTON MAUI – Steps from Kapalua Bay and home to Maui’s top marine education program for curious kids
✨ WALDORF ASTORIA CABO – A private tunnel leads to cliffside suites overlooking the Pacific
✨ AUBERGE LODGE AT BLUE SKY – 4,000 acres of adventure and wellness
✨ NAYARA TENTED CAMP – Glamping with a volcanic view
✨ FOUR SEASONS JET– Circumnavigate the globe in a cabin that takes first class to a whole new level (Yes, I book private jet experiences too)
✨ ROSEWOOD BAHA MAR – Steps from one of the world’s best waterparks, yet blissfully serene
✨ RITZ-CARLTON NOMAD (NYC) – Suites in the sky perfect for a family weekend escape
✨ MIRAVAL BERKSHIRES – This normally adults only wellness getaway offers “family-only weeks,” where they do special family programming 

𝐂𝐨𝐦𝐦𝐞𝐧𝐭 “𝐥𝐮𝐱𝐮𝐫𝐲” 𝐢𝐟 𝐲𝐨𝐮’𝐝 𝐥𝐢𝐤𝐞 𝐭𝐨 𝐥𝐞𝐚𝐫𝐧 𝐦𝐨𝐫𝐞 𝐚𝐛𝐨𝐮𝐭 𝐡𝐨𝐰 𝐰𝐨𝐫𝐤𝐢𝐧𝐠 𝐰𝐢𝐭𝐡 𝐚 𝐭𝐫𝐚𝐯𝐞𝐥 𝐚𝐝𝐯𝐢𝐬𝐨𝐫 𝐜𝐚𝐧 𝐬𝐚𝐯𝐞 𝐲𝐨𝐮 𝐬𝐨 𝐦𝐮𝐜𝐡 𝐦𝐨𝐧𝐞𝐲!

#luxuryfamilyhotels #Traveladvisor #familytravel
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