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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
  • Guides
  • Services
  • Shop
  • Subscribe

North America

Destination Guide: Orlando, FL

Destination Guide: Cape Cod, MA

Destination Guide: Twin Farms

lagoon rooms - rosewood mayakoba luxury family resort

Destination Guide: Riviera Maya

Destination Guide: Watch Hill / Westerly, RI

Destination Guide: Lake George, NY

sleepy hollow farm

Destination Guide: Woodstock, Vermont

cape may beach with umbrellas. reasons to visit cape may with kids

Destination Guide: Cape May

Destination Guide: Lake Placid

grand tetons

Destination Guide: Jackson Hole

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RANKING TOP 5 OF THE BEST FAMILY HOTELS WE VISITED RANKING TOP 5 OF THE BEST FAMILY HOTELS WE VISITED IN 2025 Our favorite stays of 2025 โ€” sharing the vibe of each, who itโ€™s a good fit for, and why my kids loved each one. As a travel advisor, I can book these hotels for you with preferred rates and complimentary perks that can save you hundreds (sometimes thousands) of dollars.โ€จ๐‚๐จ๐ฆ๐ฆ๐ž๐ง๐ญ โ€œ๐ฅ๐ฎ๐ฑ๐ฎ๐ซ๐ฒ ๐ก๐จ๐ญ๐ž๐ฅโ€ ๐ข๐Ÿ ๐ฒ๐จ๐ฎโ€™๐ ๐ฅ๐ข๐ค๐ž ๐ญ๐จ ๐ ๐ž๐ญ ๐ฌ๐ญ๐š๐ซ๐ญ๐ž๐ (FB friends - reach out on IG please) 5๏ธโƒฃ@jwmarcoisland โ€“ This hotel is a great luxury option that doesnโ€™t break the bank. The wide white-sand beach, family pools with waterslides, off-site excursions (dolphins!), and especially the arcade made this unbelievably fun for kids. Room choice really matters, so reach out if you want a travel advisorโ€™s take. 4๏ธโƒฃ@seaisland โ€“ Weโ€™ve visited three times and it continues to deliver. For parents: world-class spa and truly jaw-dropping golf facilities. For families, you could stay a week and never get bored. The multigenerational activities are endless and unique โ€” turtle dawn patrols, falcon walks, and beach horseback riding. 3๏ธโƒฃ@altagraciaauberge โ€“ A bucket list hotel that delivered 100%. You fly directly into the property, which feels very James Bond (kid-friendly version). Tucked into the Talamanca Mountains, kids love the farm visits, horseback riding, and butterfly gardens, while parents get butler service, incredible food, a true remote escape, and a spa thatโ€™s an absolute must. 2๏ธโƒฃ@susurrosauberge โ€“ Every corner of this resort is stunning. Jaw-dropping pools, a pristine swimmable beach, beautiful villas for larger groups, and a kids club my children did not want to leave. 1๏ธโƒฃ@fscostarica โ€“ A perfect 10/10. A splurge thatโ€™s worth every penny. Nestled between two gorgeous beaches and surrounded by lush fauna, it feels like youโ€™ve landed on the other side of the world. The on-site adventure is unmatched โ€” ziplining, surfing, hiking, biking, kayaking, and more. Plus, the new Papagayo Park with waterslides just opened in December. ๐…๐จ๐ฅ๐ฅ๐จ๐ฐ ๐Ÿ๐จ๐ซ ๐ฆ๐จ๐ซ๐ž ๐ฅ๐ฎ๐ฑ๐ฎ๐ซ๐ฒ ๐Ÿ๐š๐ฆ๐ข๐ฅ๐ฒ ๐ก๐จ๐ญ๐ž๐ฅ ๐ซ๐ž๐œ๐จ๐ฆ๐ฆ๐ž๐ง๐๐š๐ญ๐ข๐จ๐ง๐ฌ. #bestfamilyhotels #luxuryfamilytravel #luxuryhotels
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 ๐Ÿ’• Costa Rica and Mexico were top favorites โ€” 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 โ€” please follow along and reach out. This is what I love to do! Cheers to a wonderful 2026 โ€” I canโ€™t wait to show you where weโ€™re headed next. Whatโ€™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! ๐Ÿคช Couldnโ€™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 โ€” 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 itโ€™s only fair if I go firstโ€ฆ My favorite destination of 2025 was Costa Rica! I truly donโ€™t understand why people โ€œsaveโ€ this destination for when kids are older. Itโ€™s the type of place where you could go back 10x and each trip would be so drastically different โ€” thereโ€™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. Youโ€™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 โฌ‡๏ธ ___________ Hi - Iโ€™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 youโ€™d like to learn more! #favoritedestinations #favoritehotels #Traveladvisor #luxuryfamilytravel
Happy New Year from Jackson Hole ๐Ÿค๐Ÿฅ‚ We spent our Happy New Year from Jackson Hole ๐Ÿค๐Ÿฅ‚ We spent our winter break in Wyoming โ€” ski days, cold air, and mountain fun. Iโ€™ll be sharing more from this trip soon, but for nowโ€ฆ 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 donโ€™t take that lightly โ€” especially knowing how precious travel time is with kids. As we head into 2026, hereโ€™s whatโ€™s coming next on this page:โ€จ๐ŸŽ†A roundup of our favorite hotel stays from 2025 (the actually worth it ones)โ€จ๐ŸŽ†Jackson Hole family travel tipsโ€จ๐ŸŽ† A luxury family Costa Rica hotel reveal that deserves a spot on your bucket listโ€จ๐ŸŽ† A behind-the-scenes look at how working with a travel advisor can make travel planning easier (and way less overwhelming) If youโ€™re dreaming about a trip this year โ€” or just starting to think ahead โ€” what questions do you have for me? โœˆ๏ธโœจ #familytravel #familytraveldestinations #jacksonhole #wyoming
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