6 VIP Fall Family Getaways for 2026 (With Exclusive Perks)

"May sunshine and happiness surround you when you're far from home."~ Rod Stewart, Forever Young

Ready to turn your calendar into a lineup of core family memories? Fall is hands-down the best time to steal away with the people you love most. The crowds thin out, the weather hits that sweet spot, and when you book through Pineapple7, you get treated like VIPs from the moment you arrive.

We’ve handpicked exclusive, time-sensitive getaways designed for maximum connection (and serious relaxation). Here's where you should be heading this season:

The St. Regis Kanai Resort | Riviera Maya, Mexico

• The Vibe: Avant-garde luxury nestled in a 680-acre nature reserve, featuring signature butler service, ocean views from every room, and eight global dining spots.

• VIP Family Perks: Daily breakfast for two at Chaya, complimentary meals for up to two kids under 12, guaranteed room upgrade at booking, 2:00 PM late check-out, and a $200 USD resort credit.

The Beach Club at The Boca Raton | Florida

• The Vibe: Golden beaches, 18 reimagined restaurants, a Forbes Five-Star spa, and endless pool and ocean days to celebrate 100 years of iconic coastal luxury.

• VIP Family Perks: A $100 nightly resort credit ($200 nightly for suites) to use toward dining, cabana rentals, spa treatments, or racquet sports.

The Reef at Atlantis | Paradise Island, Bahamas

• The Vibe: Oceanfront residential luxury with front-row access to the world's most famous water park and marine habitat.

• VIP Family Perks: Save up to 35% on stays of 4+ nights (Aug 9, 2026 – Jan 31, 2027), plus a $250 resort credit. Stackable with our Virtuoso perks: daily breakfast for two and an extra $100 resort credit. (Book by Oct 31, 2026).

Four Seasons Hotel Los Angeles at Beverly Hills | California

• The Vibe: A star-studded Hollywood escape tailored specifically for families looking to experience the magic of movie-making.

• VIP Family Perks: Up to four tickets to The Academy Museum of Motion Pictures, a Hollywood welcome gift, a daily in-room movie, complimentary valet parking, and a $150 USD breakfast credit per stay (minimum 2-night stay).

Conrad Fort Lauderdale Beach | Florida

• The Vibe: Sprawl out in multi-room oceanfront suites featuring full kitchens, private balconies, and exceptional sea-to-table dining at Takato.

• VIP Family Perks: Get your 4th night free (25% off), room upgrades based on availability, daily full breakfast for two, early check-in/late check-out, and a $100 USD resort credit.

One&Only Mandarina | Riviera Nayarit, Mexico

• The Vibe: Ultra-luxury treehouses and cliffside villas tucked between a lush tropical rainforest and the Pacific Ocean.

• VIP Family Perks: Book a 4-night stay in a Grand Villa to unlock roundtrip airport transfers, daily full breakfast, a 60-minute spa treatment for two, two KidsOnly workshops, and complimentary dining for two kids under 12 (for travel through Oct 31, 2026).

Ready to Lock In Your Fall Getaway?

These exclusive rates, upgrades, and resort credits are strictly time-sensitive with limited availability. Schedule a quick Discovery Call today to lock in these exclusive rates and design your next family getaway!

Grace A Cular Yee is the founder and lead travel strategist at Pineapple7, where she transforms the chaos of modern travel into seamless, intentional exploration. With a focus on bespoke curation and precision logistics, she helps high-achievers reclaim their time and reconnect with the world through meaningful, high-integrity journeys. Ready to plan your next chapter?  Let's start the conversation!