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Caribbean deal alert: Fly to Puerto Rico and US Virgin Islands from $239 round trip

May 13, 2022
6 min read
ocean view in San Juan, Puerto Rico
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There's a killer fare sale happening right now on flights to Caribbean islands that don't require passports (and yes, I did use "killer" as an adjective because I'm a child of the '80s). So if you've been dreaming of blue skies, white sand beaches and drinks with colorful umbrellas, now's the time to book your trip.

American Airlines, Delta Air Lines and United Airlines have marked down fares to evergreen tropical destinations such as the U.S. Virgin Islands — particularly St. Croix and St. Thomas — and San Juan, Puerto Rico. We came across some absolutely epic savings as we searched for itineraries.

The best deals are for fall travel between September and November. However, there are also some sweet bargains on early 2023 winter travel. Remember that basic economy fares with JetBlue and United don't include full-size carry-on bags. It costs between $50 and $80 round trip to upgrade for more overhead bin space. Checked luggage costs around $30 to $35 each way.

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A tip of the travel cap to Scott’s Cheap Flights for alerting travelers of this new deal. Its Premium membership is available for $49 per year. The Elite tier option is available for $199 per year, and it offers access to deals on premium economy, business-class and first-class tickets.

You know what we always say: The more flexible you can be with your travel plans, the better price you'll find.

Deal basics

Airlines: American, Delta, JetBlue, United.
Routes: Atlanta, Chicago, Fort Lauderdale, Los Angeles, Miami, Newark, New York City, Tuscon to San Juan, St. Croix, St. Thomas.
How to book: Search Google Flights and book directly through the airline.
Travel dates: Best availability September-November 2022 and January-March 2023.

Overlooking Charlotte Amalie, Hassel and Water islands from a Blackbeard’s Castle vantage point on St. Thomas in the U.S. Virgin Islands. (Photo by Nick Heinemann/Getty Images)

Related: US Virgin Islands see surge in tourism

Sample flights

Let's start out West, where you can fly from Los Angeles International Airport (LAX) to Luis Muñoz Marín International Airport (SJU) in San Juan in February on American for just $321 round trip. American's basic economy ticket allows for a free carry-on.

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(Screenshot from Google Flights)

A nonstop from Hartsfield-Jackson Atlanta International Airport (ATL) to San Juan in January is only $268 on Delta, and this basic economy ticket also comes with a free carry-on.

(Screenshot from Google Flights)

Here's a fantastic fare we found from Chicago's O'Hare International Airport (ORD) to San Juan in late October for only $239 round trip on Delta.

(Screenshot from Google Flights)

Chicago to St. Croix's Henry E. Rohlsen Airport (STX) in late January certainly sounds nice, doesn't it? You can book that itinerary on American for just $357 round trip.

(Screenshot from Google Flights)

Here's an excellent end-of-summer deal for Arizona travelers. You can fly from Tucson International Airport (TUS) to Cyril E. King Airport (STT) on St. Thomas for just $291 round trip through Delta. That's an excellent price for this fare. Please note that the outbound flight includes two stops.

(Screenshot from Google Flights)

If you live in the New York City area, you have plenty of bargain tickets to choose from. JetBlue has Blue Basic fares from JFK to St. Thomas in August for only $274 round trip. That includes a nonstop outbound flight. Carry-on bags are not included, though, so you should consider upgrading a tier for $50, which is cheaper than checking a bag.

(Screenshot from Google Flights)

Nonstop flights from New York City to San Juan in August cost only $276 on JetBlue — a substantial markdown from normal prices. Remember, the Blue Basic fares don't come with a free full-size carry-on, so plan accordingly.

(Screenshot from Google Flights)

If you live in Music City, here's a nice deal for you: You can fly from Nashville International Airport (BNA) to San Juan in January for only $235 round trip on American. We found plenty of availability at this great price in early 2023.

(Screenshot from Google Flights)

Related: Cleared for takeoff: A trip to Puerto Rico for a family of four

Maximize your purchase

Pay with: The Platinum Card® from American Express for 5 points per dollar on airfare booked directly with the airline or through American Express Travel (on up to $500,000 on these purchases per calendar year); the Citi Prestige® Card for 5 points per dollar on airfare; the Citi Premier® Card or Chase Sapphire Reserve for 3 points per dollar on air travel; the American Express® Gold Card for 3 points per dollar on airfare when booked directly with the airline or through Amex Travel; or the Chase Sapphire Preferred Card for 2 points per dollar on travel.

The information for the Citi Prestige Card has been collected independently by The Points Guy. The card details on this page have not been reviewed or provided by the card issuer.

Featured image by Getty Images/iStockphoto
Editorial disclaimer: Opinions expressed here are the author’s alone, not those of any bank, credit card issuer, airline or hotel chain, and have not been reviewed, approved or otherwise endorsed by any of these entities.

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Card Rating is based on the opinion of TPG‘s editors and is not influenced by the card issuer.
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Credit ranges are a variation of FICO© Score 8, one of many types of credit scores lenders may use when considering your credit card application.

Why We Chose It

Sometimes it's worth a large investment to reap the benefits of a great credit card. That's exactly the case with the Amex Platinum card. In exchange for the annual fee, you'll unlock access to the Amex Membership Rewards program that let you access airline and hotel transfer partners, along with new lifestyle and travel credits. This card is also incredibly rewarding for travel purchases, helping you rack up a ton of Membership Rewards points for your next award trip.

Pros

  • The current welcome offer on this card is quite lucrative. TPG values it at $1,600.
  • This card comes with a long list of benefits, including access to Centurion Lounges, complimentary elite status with Hilton and Marriott, at least $500 in assorted annual statement credits and so much more. (Enrollment required for select benefits.)
  • The Amex Platinum comes with access to a premium concierge service that can help you with everything from booking hard-to-get reservations to finding destination guides to help you plan out your next getaway.

Cons

  • The high annual fee is only worth it if you’re taking full advantage of the card’s benefits. Seldom travelers may not get enough value to warrant the cost.
  • Outside of the current welcome bonus, you’re only earning higher rewards on specific airfare and hotel purchases, so it’s not a great card for other spending categories.
  • The annual airline fee statement credit can be complicated to take advantage of compared to the broader travel credits offered by competing premium cards.
  • Earn 80,000 Membership Rewards® points after you spend $6,000 on purchases on your new Card in your first 6 months of Card Membership. Apply and select your preferred metal Card design: classic Platinum Card®, Platinum x Kehinde Wiley, or Platinum x Julie Mehretu.
  • Earn 5X Membership Rewards® Points for flights booked directly with airlines or with American Express Travel up to $500,000 on these purchases per calendar year and earn 5X Membership Rewards® Points on prepaid hotels booked with American Express Travel.
  • Get $200 back in statement credits each year on prepaid Fine Hotels + Resorts® or The Hotel Collection bookings, which requires a minimum two-night stay, through American Express Travel when you pay with your Platinum Card®.
  • $240 Digital Entertainment Credit: Get up to $20 back each month on eligible purchases made with your Platinum Card® on one or more of the following: Audible, Disney+, The Disney Bundle, ESPN+, Hulu, Peacock, SiriusXM, and The New York Times. Enrollment required.
  • $155 Walmart+ Credit: Cover the cost of a $12.95 monthly Walmart+ membership with a statement credit after you pay for Walmart+ each month with your Platinum Card. Cost includes $12.95 plus applicable local sales tax. Plus Ups are excluded.
  • American Express has expanded The Centurion® Network to include 40+ Centurion Lounge and Studio locations worldwide. There are even more places your Platinum Card® can get you complimentary entry and exclusive perks.
  • $200 Airline Fee Credit: Get up to $200 in statement credits per calendar year in baggage fees and more at one select qualifying airline.
  • $200 Uber Cash: Enjoy Uber VIP status and up to $200 in Uber savings on rides or eats orders in the US annually. Uber Cash and Uber VIP status is available to Basic Card Member only.
  • Get up to $300 back per calendar year on the Equinox+ digital fitness app, or eligible Equinox club memberships when you pay with your Platinum Card. Enrollment required. Learn more.
  • Breeze through security with CLEAR® lanes available at 100+ airports, stadiums, and entertainment venues and get up to $189 back per calendar year on your membership when you use your Card. Learn more.
  • $695 annual fee.
  • Terms Apply.
  • See Rates & Fees
Apply for The Platinum Card® from American Express
at American Express's secure site
Terms & restrictions apply. See rates & fees
Best luxury travel rewards card
TPG Editor‘s Rating
Card Rating is based on the opinion of TPG‘s editors and is not influenced by the card issuer.
4 / 5
Go to review

Rewards Rate

5XEarn 5X Membership Rewards® Points for flights booked directly with airlines or with American Express Travel up to $500,000 on these purchases per calendar year.
5XEarn 5X Membership Rewards® Points on prepaid hotels booked with American Express Travel.
  • Intro Offer
    Earn 80,000 Membership Rewards® points after you spend $6,000 on purchases on your new Card in your first 6 months of Card Membership.

    Earn 80,000 Points
  • Annual Fee

    $695
  • Recommended Credit
    Credit ranges are a variation of FICO© Score 8, one of many types of credit scores lenders may use when considering your credit card application.

    670-850
    Excellent/Good

Why We Chose It

Sometimes it's worth a large investment to reap the benefits of a great credit card. That's exactly the case with the Amex Platinum card. In exchange for the annual fee, you'll unlock access to the Amex Membership Rewards program that let you access airline and hotel transfer partners, along with new lifestyle and travel credits. This card is also incredibly rewarding for travel purchases, helping you rack up a ton of Membership Rewards points for your next award trip.

Pros

  • The current welcome offer on this card is quite lucrative. TPG values it at $1,600.
  • This card comes with a long list of benefits, including access to Centurion Lounges, complimentary elite status with Hilton and Marriott, at least $500 in assorted annual statement credits and so much more. (Enrollment required for select benefits.)
  • The Amex Platinum comes with access to a premium concierge service that can help you with everything from booking hard-to-get reservations to finding destination guides to help you plan out your next getaway.

Cons

  • The high annual fee is only worth it if you’re taking full advantage of the card’s benefits. Seldom travelers may not get enough value to warrant the cost.
  • Outside of the current welcome bonus, you’re only earning higher rewards on specific airfare and hotel purchases, so it’s not a great card for other spending categories.
  • The annual airline fee statement credit can be complicated to take advantage of compared to the broader travel credits offered by competing premium cards.
  • Earn 80,000 Membership Rewards® points after you spend $6,000 on purchases on your new Card in your first 6 months of Card Membership. Apply and select your preferred metal Card design: classic Platinum Card®, Platinum x Kehinde Wiley, or Platinum x Julie Mehretu.
  • Earn 5X Membership Rewards® Points for flights booked directly with airlines or with American Express Travel up to $500,000 on these purchases per calendar year and earn 5X Membership Rewards® Points on prepaid hotels booked with American Express Travel.
  • Get $200 back in statement credits each year on prepaid Fine Hotels + Resorts® or The Hotel Collection bookings, which requires a minimum two-night stay, through American Express Travel when you pay with your Platinum Card®.
  • $240 Digital Entertainment Credit: Get up to $20 back each month on eligible purchases made with your Platinum Card® on one or more of the following: Audible, Disney+, The Disney Bundle, ESPN+, Hulu, Peacock, SiriusXM, and The New York Times. Enrollment required.
  • $155 Walmart+ Credit: Cover the cost of a $12.95 monthly Walmart+ membership with a statement credit after you pay for Walmart+ each month with your Platinum Card. Cost includes $12.95 plus applicable local sales tax. Plus Ups are excluded.
  • American Express has expanded The Centurion® Network to include 40+ Centurion Lounge and Studio locations worldwide. There are even more places your Platinum Card® can get you complimentary entry and exclusive perks.
  • $200 Airline Fee Credit: Get up to $200 in statement credits per calendar year in baggage fees and more at one select qualifying airline.
  • $200 Uber Cash: Enjoy Uber VIP status and up to $200 in Uber savings on rides or eats orders in the US annually. Uber Cash and Uber VIP status is available to Basic Card Member only.
  • Get up to $300 back per calendar year on the Equinox+ digital fitness app, or eligible Equinox club memberships when you pay with your Platinum Card. Enrollment required. Learn more.
  • Breeze through security with CLEAR® lanes available at 100+ airports, stadiums, and entertainment venues and get up to $189 back per calendar year on your membership when you use your Card. Learn more.
  • $695 annual fee.
  • Terms Apply.
  • See Rates & Fees