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Okay, folks—this one’s a banger. If you’ve been dreaming of a Caribbean getaway but want to do it in biz class (😎), now’s your chance. Right now, you can fly from New York (LGA) to Santo Domingo (SDQ) in business class for just $680 roundtrip—a serious drop from the usual $1,150+ price tag.
If the thought of sipping a cocktail on a Dominican beach while avoiding the chaos of economy class sounds appealing, this deal is for you.
Travel Deets
Airline: American Airlines
Route: LGA → MIA → SDQ (1 stop in Miami)
Seat Class: Business
Total Travel Time: ~13 hr 25 min (includes an 8-hour layover in Miami)
Best Deal Dates: March, April 26, May, June
Why This Deal Is Amazing
Business-class fares from New York to Santo Domingo typically hover around $1,150 roundtrip, with a solid deal being anything under $1,000. But at $680, this is one of the cheapest fares we’ve seen in years.
For context, the last time we saw a deal this good was in January 2025 at $691, and the absolute lowest was $668 in September 2022.
Want to book with points? Here’s what it would cost:
Chase Ultimate Rewards: ~45,334 points
Amex Membership Rewards: ~73,000 points
Capital One Miles: ~68,000 miles
This isn’t a super common sale, so award availability might be hit or miss. If you have American Airlines miles, it’s worth checking to see if you can snag an award ticket instead.
Where to Stay in Santo Domingo
Santo Domingo is an amaaazing city with some incredible history, stunning beaches nearby, and some top-tier hotels that you can book with cash or points. Here are a few:
Luxury Stay: Casas del XVI
A boutique hotel spread across multiple colonial-era homes, offering a truly unique and high-end experience in the heart of the city.
Cash Price: ~$400 per night
Points: Not bookable with points, but worth the splurge for a luxury stay.
Mid-Range Stay: JW Marriott Hotel Santo Domingo
A sleek Marriott property with modern amenities, an infinity pool, and solid elite perks.
Cash Price: ~$250 per night
Points: ~40,000 Marriott Bonvoy points per night
Budget Stay: Hodelpa Caribe Colonial
A charming and affordable stay in the Colonial Zone, just steps from historic sites and local eats.
Cash Price: ~$100 per night
Points: Not bookable with major loyalty programs, but a great value with cash.
How to Book
Flights: Search for this deal on Daily Drop Pro (duh!), Google Flights, or book directly with American Airlines. If using points, check Chase, Amex, or Capital One travel portals.
Hotels: Book through Marriott, Hilton, or Hyatt to maximize elite benefits, or check Expedia for competitive cash rates (but keep in mind that you might lose out on some perks).
Pro Tip
That 8-hour layover in Miami might seem annoying, but here’s the move: use a Priority Pass lounge or an Amex Centurion Lounge to kick back, grab some free food, and turn the layover into a mini Miami vacay.
If you’re feeling crazy, you could even sneak in a quick beach trip before heading to Santo Domingo. $680 roundtrip in business class to the DR won’t last long—book now before it’s gone, friends (and take me with you???).
