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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

Ski

grand tetons

Destination Guide: Jackson Hole

Whistler

Destination Guide: Whistler

If you’re new here, hi — I’m Jillian, and it If you’re new here, hi — I’m Jillian, and it’s literally my job to scout out the best luxury hotels for families. The ones worth the splurge. The ones that make you say, “This was so worth bringing the kids.” Not every five-star property gets it right for families — but @fscostarica does. Here’s what I look for when I travel:
✨ Adventure right outside the door, but a calm, low-key vibe
✨ Rooms that actually work for families (think bunk beds + ocean views)
✨ Kids’ programs that make every age happy — toddlers through teens
✨ Service that makes parents feel like they’re on vacation too ✨ Fresh and healthy food — some kids’ menus are quite enticing 𝐈𝐟 𝐲𝐨𝐮 𝐥𝐨𝐯𝐞 𝐥𝐮𝐱𝐮𝐫𝐲 𝐭𝐫𝐚𝐯𝐞𝐥 𝐚𝐧𝐝 𝐡𝐚𝐯𝐞 𝐤𝐢𝐝𝐬, 𝐡𝐢𝐭 𝐟𝐨𝐥𝐥𝐨𝐰 — 𝐭𝐡𝐢𝐬 𝐢𝐬 𝐭𝐡𝐞 𝐬𝐩𝐚𝐜𝐞 𝐰𝐡𝐞𝐫𝐞 𝐈 𝐬𝐡𝐨𝐰 𝐲𝐨𝐮 𝐰𝐡𝐢𝐜𝐡 𝐫𝐞𝐬𝐨𝐫𝐭𝐬 𝐚𝐫𝐞 𝐰𝐨𝐫𝐭𝐡 𝐢𝐭 (𝐚𝐧𝐝 𝐰𝐡𝐢𝐜𝐡 𝐨𝐧𝐞𝐬 𝐭𝐨 𝐬𝐤𝐢𝐩). #luxuryfamilyhotel #luxurytravel #costaricawithkids #bestluxuryfamilyhotels #Traveladvisor
THIS LUXURY FAMILY HOTEL HAS IT ALL FOR EVERY AGE THIS LUXURY FAMILY HOTEL HAS IT ALL FOR EVERY AGE 𝐒𝐡𝐚𝐫𝐞 𝐰𝐢𝐭𝐡 𝐬𝐨𝐦𝐞𝐨𝐧𝐞 𝐰𝐡𝐨 𝐥𝐨𝐯𝐞𝐬 𝐥𝐮𝐱𝐮𝐫𝐲 𝐭𝐫𝐚𝐯𝐞𝐥! If you’ve followed me for a while, you already know how much I love @fscostarica. But if you’re new here — hi, I’m Jillian, a luxury family travel advisor who helps families find luxury family hotels that are truly worth the splurge. At Four Seasons Costa Rica, adventure starts right outside your door — ziplining, kayaking, snorkeling, surfing — yet it somehow still feels low-key and effortless. On property, you’ll find a complimentary kids club, a teen program, an incredible spa, and the kind of service that makes parents feel like they’re actually on vacation too. If you’ve ever said any of these sentences, this luxury family hotel is for you:
🌴 “We’re an active family — always on the move — but we also love luxury.”
🌴 “I need something for little kids and teens.”
🌴 “I want adventure nearby, but no itinerary-planning stress.”
🌴 “ We’re planning a multigenerational trip for the ages.”
🌴 “We’re celebrating a special occasion and want somewhere unforgettable (without the kids this time).” I can book your stay here with free VIP perks — daily breakfast, $100-$200 resort credit, and upgrades when available. 𝐒𝐞𝐧𝐝 𝐦𝐞 𝐚 𝐃𝐌 𝐨𝐫 𝐜𝐨𝐦𝐦𝐞𝐧𝐭 “𝐂𝐨𝐬𝐭𝐚 𝐑𝐢𝐜𝐚,” 𝐚𝐧𝐝 𝐈’𝐥𝐥 𝐡𝐞𝐥𝐩 𝐲𝐨𝐮 𝐩𝐥𝐚𝐧 𝐲𝐨𝐮𝐫 𝐬𝐭𝐚𝐲 𝐚𝐭 𝐨𝐧𝐞 𝐨𝐟 𝐭𝐡𝐞 𝐛𝐞𝐬𝐭 𝐥𝐮𝐱𝐮𝐫𝐲 𝐟𝐚𝐦𝐢𝐥𝐲 𝐡𝐨𝐭𝐞𝐥𝐬 𝐢𝐧 𝐭𝐡𝐞 𝐰𝐨𝐫𝐥𝐝. #luxuryfamilyhotel #luxurytravel #costaricawithkids #familytravel
“You get 18 summers with your kids.” When I f “You get 18 summers with your kids.” When I first read that quote, I stopped dead in my tracks. Cue the yearning to freeze time. 😬 But then I realized — the sentence isn’t about guilt or pressure to do it all. It’s about permission to make that trip happen… like right now. 💪 Because the truth is: there’s no perfect time to plan a family trip. It will never feel convenient. Kids’ schedules, budgets, and life logistics rarely totally line up. And yes, travel with your kids after 18 will hopefully still happen — but jobs, spouses, and friends all make it harder to align in the same way. So give yourself permission to make it happen now… perhaps a little imperfectly. If planning a family trip feels a little overwhelming, here’s how to set it up for success:
💛 KEEP IT SIMPLE: A long weekend or driveable getaway still counts.
💛 PLAN AROUND YOUR FAMILY — NOT WHAT YOU SEE ONLINE: Adventure, culture, or total relaxation — pick what feels right for your crew.
💛 ASK FOR HELP: A travel advisor (🙋🏻‍♀️) can find hotels and experiences that fit your family perfectly.
💛 LEAVE ROOM FOR REST: One big activity per day is enough (if you want it to be).
💛 USE THE KIDS’ CLUB: and don’t feel guilty about it! 𝐅𝐨𝐥𝐥𝐨𝐰 @𝐜𝐨𝐦𝐩𝐚𝐬𝐬𝐫𝐨𝐚𝐦 𝐟𝐨𝐫 𝐥𝐮𝐱𝐮𝐫𝐲 𝐟𝐚𝐦𝐢𝐥𝐲 𝐭𝐫𝐢𝐩 𝐢𝐝𝐞𝐚𝐬 + 𝐩𝐥𝐚𝐧𝐧𝐢𝐧𝐠 𝐡𝐞𝐥𝐩. As a travel advisor, it’s literally my job to source the best places to go. I specialize in luxury family travel and can find you the lowest rates — plus VIP your reservations with perks like daily breakfast, resort credits, and upgrades. Comment “travel” if you’d like to learn more. #familytrip #familytripplanningtips #familytravel #traveladvice
SAVE THIS IF YOU NEED A FAMILY VACATION IDEA FOR L SAVE THIS IF YOU NEED A FAMILY VACATION IDEA FOR LITTLE KIDS If you love luxury travel but have no idea where to take your kids—you just found your person. I’m Jillian, and it’s my job to scout out the best 5-star hotels for families. If you’re thinking, “Are the 5 star spots worth the splurge for little kids?” I’m a “Yes” all day long. Here’s why Traveling with kids isn’t always easy — but hotels that focus on stellar service and unforgettable amenities, can really make all the difference. Your trip will actually feel like a vacation if you know where to go. And that’s where I can weigh in. As a luxury travel advisor, I help parents find resorts that are actually worth the splurge, and if you book with me I can also ✨ Find you the lowest rate ✨ Daily breakfast for two
✨ $100 hotel credit
✨ Room upgrades when available 𝐉𝐮𝐬𝐭 𝐜𝐨𝐦𝐦𝐞𝐧𝐭 “𝟓 𝐬𝐭𝐚𝐫” 𝐛𝐞𝐥𝐨𝐰 𝐭𝐨 𝐠𝐞𝐭 𝐬𝐭𝐚𝐫𝐭𝐞𝐝 The hotel featured here? @fscostarica — one of my all-time favorites.
The service is fantastic, there is so much to do for all ages (both on and off property), the rooms are stunning, and the food is fresh, healthy and delicious. Bonus - it’s also really easy to visit from the States. 𝐟𝐨𝐥𝐥𝐨𝐰 @𝐜𝐨𝐦𝐩𝐚𝐬𝐬𝐫𝐨𝐚𝐦 𝐟𝐨𝐫 𝐦𝐨𝐫𝐞 𝐥𝐮𝐱𝐮𝐫𝐲 𝐟𝐚𝐦𝐢𝐥𝐲 𝐡𝐨𝐭𝐞𝐥 + 𝐝𝐞𝐬𝐭𝐢𝐧𝐚𝐭𝐢𝐨𝐧 𝐫𝐞𝐜𝐨𝐦𝐦𝐞𝐧𝐝𝐚𝐭𝐢𝐨𝐧𝐬. FAMILY VACATION | LUXURY FAMILY TRAVEL | BEST FAMILY RESORTS | COSTA RICA HOTELS | FOUR SEASONS PENINSULA PAPAGAYO
I was speechless when I saw this villa in Costa Ri I was speechless when I saw this villa in Costa Rica. 😎 As a mom of three little kids, I’m always looking for luxury hotels that ✅Work for multiple kids, across different ages ✅Have room options that offer space for everyone ✅Can accommodate multigenerational family dynamics The luxury villas in Costa Rica @fscostarica hit all of the above criteria and more! 
✨ Private pool overlooking Prieta Bay - we started every morning with a Pajama swim! ✨ Bunk beds - my kids squealed when they saw this and immediately started building forts ✨ Dedicated butler service - mom’s favorite part. IYKYK. Karim felt like family by the end of our trip and was always around to lend a helping hand. ✨ Baby amenities already stocked - diapers, wipes — all the bulky stuff I didn’t want to travel with ✨ Outdoor showers with ocean views ✨ Full kitchen, living area + media room for family downtime
✨ Access to all Four Seasons hotel amenities — two stunning beaches, family pools, kids club, 5 restaurants and more— all down the road. 
 This is the kind of setup that turns a family trip into an actual vacation. 𝐂𝐨𝐦𝐦𝐞𝐧𝐭 “𝐯𝐢𝐥𝐥𝐚” 𝐚𝐧𝐝 𝐈’𝐥𝐥 𝐠𝐞𝐭 𝐰𝐨𝐫𝐤𝐢𝐧𝐠 𝐨𝐧 𝐚 𝐪𝐮𝐨𝐭𝐞 𝐟𝐨𝐫 𝐲𝐨𝐮 My clients receive exclusive perks like daily breakfast, resort credits, and priority upgrades. VILLA IN COSTA RICA | LUXURY FAMILY TRAVEL | BEST FAMILY RESORTS | FOUR SEASONS PENINSULA PAPAGAYO
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