Primary pick
Chase Sapphire Preferred
Chase Ultimate
- Welcome bonus
- 75,000 pts
- Annual fee
- $95
after $5,000 spend in 3 months
Caribbean · Family trip points
Outside the hurricane belt, family-friendly beaches. AA and JetBlue both run direct from the East Coast at saver pricing.
The honest math (family of 4, 5 nights)
220,000
points total · cash equivalent $4,375 · 1.99¢ per point realized
Flights
70,000 pts
American AAdvantage · 17,500/traveler RT
Hotel
150,000 pts
World of Hyatt · Hyatt Regency Aruba Resort (Cat 7)
Sapphire Preferred → Hyatt covers the Hyatt Regency Aruba (the family pick of the island). The World of Hyatt card stacks direct Hyatt earning plus a Cat 1-4 anniversary free-night cert for nearby Caribbean Hyatt Places.
Primary pick
Chase Ultimate
after $5,000 spend in 3 months
Pair with it
World of Hyatt
220,000 points total covers a family of 4 with 5 hotel nights at saver / off-peak pricing — 70,000 for flights (American AAdvantage at 17,500/traveler round-trip) and 150,000 for the hotel (World of Hyatt at 30,000/night). Cash equivalent ≈ $4,375, which works out to about 1.99¢ per point.
Sapphire Preferred → Hyatt covers the Hyatt Regency Aruba (the family pick of the island). The World of Hyatt card stacks direct Hyatt earning plus a Cat 1-4 anniversary free-night cert for nearby Caribbean Hyatt Places.
If you already have one, look at whether you've actually earned that card's welcome bonus and the second-card pick still makes sense on its own. If both are already in your wallet, run the Aruba math in the Family Trip Calculator with your actual scenario — you may already be close to the point total without a new application.
Generally no — space applications 60–90 days apart so each welcome bonus has a clean spend window and neither pulls double-counts against Chase's 5/24. The Family Trip Calculator's earning math assumes one welcome bonus at a time.