Family Getaway in November: Adult Kids
I'm planning a family vacation for five of us (parents, two sisters (ages 23 and 20), and myself) during the week of November 18–24, 2026. We're flexible on exact dates and number of nights, knowing things tend to get pricier closer to Thanksgiving.
Our priorities for this trip are beach, beautiful weather, lush scenery, and the option to do activities for those of us who are a little more adventurous. Overall, we're looking for something quiet and serene - no casino or club scene and ideally not too kid friendly lol
We're open to adults-only properties given our ages. In terms of destination, we'd love to explore somewhere new - we've done Mexico, Jamaica, DR, Bahamas, so we're looking to branch out. My initial research has pointed me toward the Caribbean (including Puerto Rico) and Hawaii (we have done Maui and Oahu)-I was looking at the Four Seasons Sensei Lanai as one example but saw they're strict on 2 people/room - but open to this group's recommendations.
Budget-wise, we're trying to stay under $15K for the hotel itself and are open to two rooms or a two-bedroom suite or villa. We'd be flying out of Chicago, so direct flight availability is a nice-to-have. Thank you all in advance!!