$106 Find Cheap Flights from Richmond to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Richmond to Caribbean departing on 4/12. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Richmond to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$421
Santo Domingo
Santo Domingo1 stop$381
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad1 stop$391
Nassau
Nassau1 stop$351
Kingston
Kingston2 stops$424
Simpson Bay
Simpson Bay1 stop$321
Providenciales
Providenciales1 stop$483
Port of Spain
Port of Spain1 stop$600
Bridgetown
Bridgetown2 stops$613
George Town
George Town1 stop$339
Willemstad
Willemstad1 stop$583
Puerto Plata
Puerto Plata2 stops$613
St. John's
St. John's2 stops$547
Aguadilla
Aguadilla1 stop$378
Punta Cana
Punta Cana1 stop$421
Santo Domingo
Santo Domingo1 stop$381
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad1 stop$391
Nassau
Nassau1 stop$351
Kingston
Kingston2 stops$424
Simpson Bay
Simpson Bay1 stop$321
Providenciales
Providenciales1 stop$483
Port of Spain
Port of Spain1 stop$600
Bridgetown
Bridgetown2 stops$613
George Town
George Town1 stop$339
Willemstad
Willemstad1 stop$583
Puerto Plata
Puerto Plata2 stops$613
St. John's
St. John's2 stops$547
Aguadilla
Aguadilla1 stop$378

Book Cheap Richmond to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Richmond to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Richmond to Caribbean

Wed, Apr 22 - Wed, Apr 29
American Airlines Logo
7:10 pm - 9:13 am
RIC
-
SJU
14h 03m
1 stop
American Airlines Logo
7:25 am - 2:50 pm
SJU
-
RIC
7h 25m
1 stop
$223American Airlines
Wed, Apr 15 - Tue, Apr 21
United Airlines Logo
10:20 am - 9:24 pm
RIC
-
SJU
11h 04m
2 stops
United Airlines Logo
1:00 am - 9:38 am
SJU
-
RIC
8h 38m
2 stops
$230United Airlines
Tue, Apr 7 - Mon, Apr 13
Spirit Airlines Logo
7:53 pm - 8:53 am
RIC
-
SJU
13h 00m
1 stop
Spirit Airlines Logo
7:54 pm - 10:44 am
SJU
-
RIC
14h 50m
1 stop
$240Spirit Airlines
Sat, Apr 11 - Fri, Apr 17
Spirit Airlines Logo
7:53 pm - 8:53 am
RIC
-
SJU
13h 00m
1 stop
Spirit Airlines Logo
12:57 pm - 7:50 pm
SJU
-
RIC
6h 53m
1 stop
$242Spirit Airlines
Sat, May 9 - Thu, May 14
Delta Logo
4:52 pm - 11:35 pm
RIC
-
SJU
6h 43m
1 stop
Delta Logo
7:05 am - 4:10 pm
SJU
-
RIC
9h 05m
1 stop
$246Delta
Mon, Jun 22 - Wed, Jun 24
JetBlue Logo
6:00 am - 1:59 pm
RIC
-
NAS
7h 59m
1 stop
JetBlue Logo
3:04 pm - 11:10 pm
NAS
-
RIC
8h 06m
1 stop
$351JetBlue
Sun, Apr 19 - Thu, Apr 23
Delta Logo
6:35 am - 12:54 pm
RIC
-
MBJ
7h 19m
1 stop
Delta Logo
4:32 pm - 12:40 am
MBJ
-
RIC
7h 08m
1 stop
$352Delta
Wed, May 27 - Tue, Jun 2
JetBlue Logo
6:24 am - 5:05 pm
RIC
-
NAS
10h 41m
1 stop
JetBlue Logo
1:08 pm - 8:06 pm
NAS
-
RIC
6h 58m
1 stop
$354JetBlue
Sat, May 2 - Sat, May 9
Southwest Logo
6:05 am - 11:35 am
RIC
-
PLS
5h 30m
1 stop
Southwest Logo
4:35 pm - 10:50 pm
PLS
-
RIC
6h 15m
1 stop
$483Southwest
Fri, May 1 - Fri, May 8
Southwest Logo
4:30 pm - 11:35 am
RIC
-
PLS
19h 05m
2 stops
Southwest Logo
3:50 pm - 9:40 pm
PLS
-
RIC
5h 50m
1 stop
$527Southwest
Booking Insights

KAYAK's insights & trends for Richmond to Caribbean flights

Get data-powered insights and trends into flights from Richmond to Caribbean to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Richmond to Caribbean flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean from Richmond found in the last 72 hours was to San Juan, at $197 round-trip. The most popular route is from Richmond (RIC) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $197.

What is the cheapest time of day to fly to Caribbean?

The average price for all round-trip flights from Richmond to Caribbean depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Caribbean is generally in the afternoon, when round-trip flights cost $327 on average. The most expensive time of day to fly to Caribbean is generally in the morning, which is peak travel time and where the average cost of a ticket is $1,627.

What is the cheapest month to fly from Richmond to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Richmond to Caribbean, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Richmond to Caribbean is October, when tickets cost $327 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $491 and $476 respectively.

What’s the cheapest day of the week to fly from Richmond to Caribbean?

The average price of all round-trip flights from Richmond to Caribbean clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Caribbean on a Friday, as we generally find the cheapest rates on that day for this route. On the other hand, Saturday is the most expensive day to fly from Richmond to Caribbean. For your return ticket, we recommend flying on a Thursday and avoiding Saturdays for the best deals.

How far in advance should I book a flight from Richmond to Caribbean?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Richmond to Caribbean, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Richmond to Caribbean, you should book around 3 weeks before departure, which saves you about 7% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$106
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Richmond to San Juan

FAQs - booking Caribbean flights

  • Can I get an eco-friendly flight from Richmond to the Caribbean?

    Book JetBlue when flying from Richmond to the Caribbean for a chance to enjoy an eco-friendly flight. The airline is considered one of the most eco-friendly airlines along this route. It implements various measures to reduce carbon emissions, such as using fuel-efficient aircraft, employing sustainable aviation biofuels, and investing in advanced technologies to minimize its environmental impact and support a greener future.

  • Which airline(s) should I book when flying with kids from Richmond to the Caribbean?

    When flying with kids from Richmond to the Caribbean, it is a good idea to book JetBlue or Southwest Airlines. Both airlines are known for their kid-friendly amenities, such as in-flight entertainment with cartoons and games, comfortable seating, complimentary snacks, and friendly cabin crews that cater to the needs of young travelers.

  • Which airline has better amenities or services for persons with reduced mobility when flying from Richmond to the Caribbean?

    Flying from Richmond to the Caribbean for people with reduced mobility can be convenient, especially with Delta Air Lines. Delta offers excellent amenities and services, including priority boarding, wheelchair assistance, accessible seating, and attentive staff to ensure a smooth and comfortable travel experience for passengers with reduced mobility.

  • Which airline should I book when traveling with pet(s) from Richmond to the Caribbean?

    Book JetBlue anytime you are traveling with pets from Richmond to the Caribbean. They have a pet-friendly policy, allowing small dogs and cats to travel in-cabin, with a maximum weight of 20 pounds (including the carrier). JetBlue provides a comfortable and safe environment for pets during the journey.

  • How does KAYAK find such low prices on flights from Richmond to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Richmond to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Richmond to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Richmond to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Richmond to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Richmond to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Richmond to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Richmond to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Caribbean

  • Richmond International Airport (RIC) is the sole departure airport for flights from Richmond to the Caribbean. A more convenient way to connect to Richmond International Airport from downtown Richmond is by using a taxi or rideshare service. It takes approximately 15 to 20 minutes, depending on traffic conditions.
  • Richmond to the Caribbean flights have three arrival airport options: San Juan Luis Muñoz Marín International Airport (SJU) in Puerto Rico, Nassau Lynden Pindling International Airport (NAS) in the Bahamas, and Queen Beatrix International Airport (AUA) in Aruba. For travelers heading to the eastern Caribbean, SJU in Puerto Rico is the ideal destination. Conversely, if you're flying to the northern Caribbean, NAS in the Bahamas is a suitable option, while AUA in Aruba is recommended for those heading to the southern Caribbean.
  • Booking Southwest Airlines for flights from Richmond International Airport (RIC) to the Caribbean is advantageous due to its highest frequency of daily flights. This means more options for travel flexibility and convenience, ensuring better chances to find suitable departure times and accommodating various travel itineraries.
  • Enjoy the class upgrade option offered by select airlines on flights from Richmond to the Caribbean. For instance, American Airlines and Delta Air Lines provide their customer with the option of upgrading to business class from economy as well as from business class to first class
  • Some layover airports for flights from Richmond to the Caribbean include Miami International Airport (MIA) used by American Airlines, Hartsfield-Jackson Atlanta International Airport (ATL) used by Delta Air Lines, and Charlotte Douglas International Airport (CLT) used by American Airlines. These airports serve as popular connecting points for Caribbean-bound flights.

Reviews of the top 5 airlines serving from Richmond to Caribbean

 
Need help choosing which airline to fly with from Richmond to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4319 reviews
7.5Entertainment
7.0Food
8.1Boarding
8.0Comfort
8.6Crew
Airline reviews

Boarding was easy. The seats are small and fairly uncomfortable

8.0 ExcellentNicole, Mar 2026
LGB - OAK
Read more Southwest reviews

Boarding was easy. The seats are small and fairly uncomfortable

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

This was a Latam operated flight. Seats seemed a bit narrow in business class. Older aircraft.

I had a flight cancel and had it rerouted. When the rerouted they put me at a window seat instead of an isle. It was hard sitting by the window because the couple with masks on were making out. I get motion sickness which is why I need to have the isle seat.

NEVER MADE THE FLIGHT BECAUSE DELTA SAID THEY CAN NOT

THEY FAILED ME AND I NEVER GOT ON THE FLIGHT BECAUSE IT WAS SO DELAYED! I ENDED UP HAVING TO PAY OUT OF POCKET FOR A HOTEL AND STAY IN NASHVILLE TO CATCH A FLIGHT FOR THE FOLLOWING DAY. DELTA IS POOR CUSTOMER SERVICE>

8 hours late and the plane smelled like urine, that smell in the morning when your child wet the bed in the night.

My flight was canceled on Sunday. Rebooking took three hours. Had to pay for accommodations another night. New flight was delayed for 5 hours, all that was sent was a 12 dollar food voucher, which doesn’t tell you how to use it. Then when we landed we had to sit on the plane for an hour before we could get off.

Miserable. This entire round trip was miserable. I booked evening flights to and from Detroit on consecutive days that should have had me at my destination by 10:30. Instead I arrived after 3am on my flight to Detroit and after midnight on my return. Multiple unforced errors like awaiting bags to get put on the plane for almost an hour in Detroit and a 20 minute delay to pull up to the gate in Atlanta has me rethinking my assumption that delta is the best and most reliable airline

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

Business class seats felt very cramped compared to other airlines.

Economy plus was so cramped I could not use my laptop. It was beyond bad.

OK, we were delayed and had to de plane and reboard.

United is one airline which regardless of how many separate United tickets in existence, if one flight breaks down, the airline will take care of all the flights.

Both our flights were delayed. Almost didn’t get in the second flight. Staff was rude to the bone.

Both my flight where delayed Had 25min to make it to my transfer flight

Everything was on time and service on the flight was great!

Wifi Bluetooth features for watching in flight movie was horrible. Screen kept blacking out no connection of sound although it said connected. Other than that smooth trip .

The 777’s economy seat’s legroom was more tolerable than expected. I appreciate the reclining mechanism which slides the seat forward to minimize cannibalizing the space behind. The food was terrible: very salty.

The travel company that you have on your site did me so wrong. I don’t know how it happened, but they put my son‘s name on my plane ticket flying to Vietnam. Along with his birthday. They would not have let me fly from Fort Myers to Ho Chi Minh City. I don’t think that I can ever use your service again. I typed my information into the browser along with my passport number and four days before I’m leaving I have to quickly search another ticket to fly out here.

Flight cancelled 2 hours prior to boarding. No explanation. No refunds.

Delayed by 1.5 hours. Terrible apologies, half hearted at best. It will be a LONG time until i book w Jet Blue again. Very disappointed.

My check in was stressful. I somehow lost my seat from my original booking, the plane showed no availability/no seat when it was time to check-in. I called and was instructed to try to get a seat at the airport. I asked if it was a full flight and the travel agent said the site showed some seating but was not able to secure one for me. Why not? On my way to the airport the app finally revealed one available seat towards the back of the aircraft that I was able to book. It ended up being an overbooked flight, so glad I wasn't stuck.

Flights with JetBlue from San Diego to Boston are a miserable experience. The flight was delayed about 1.5 hours due to “weather” supposedly but the flights for other airlines left on time so it just have been some kind of weather that only affects JetBlue. I had a small carry on - purse. The crew stored it in a bin 2 rows down from me because they were using the bin next to my seat for other people’s stuff. The TV screen in the emergency row seats does not work. It just was awful from start to finish. When we landed, we had to sit inside the plane for a very long time because the plane had to be moved to a different gate.

They made me check my bag and I didn't need to as there was overhead space available. I paid for a seat towards the front of the plane and it didn't recline. I requested a refund and they declined to give me one.

I have to congratulate Kayak (and Dylan the Chatdeal agent) because because when we decided extended our trip in Florida by two days, there were many direct flights oprions back to Boston available on the Friday we wanted to fly on the JetBlue website, but once I canceled the original JetBlue flight on their website, those direct return options disappeared immediatley! I think it's a game JetBlue plays. . Luckily, I checked Kayak and they had a direct flight that wasn't appearing on JetBlue's website and so I booked it, and we were able to fly home direct through the Kayak booking when JetBlue was offering nothing (even though I have been a True Blue member for 20 years, and also am a Mosaic member). So much for loyalty- their algorithm for booking is like a shell game. JetBlue used to be a good company but now they're worse than anyone. Also I was originally booked this trip to Florida, two months before the departure date, I booked the trip on JetBlue's website and then after the payment part, they said there was a problem and that I needed to do the booking again, so when I immediately went to rebook , the price had gone up 30%! I called them and it sounded like they had heard this so many times before and the guy told me to check back in 10 minutes and the price would be back to where it was when I was booking- it but it never was. How could the price go up 30% in one minute two months before the flight???? They're playing a game with their customers. Anyways, I booked a cheaper flight then at a less convenient time. So fast forward two months the night before the 7 AM flight, they sent me an email at midnight when I was sleeping to let me know that my flight at 7 AM had been canceled. The only thing they offered was a flight that night from from a different airport (Providence) to a different airport in Florida (West Palm Beach) or a flight two days later. No compensation, nothing. They couldn't of tried to get another plane to the Boston airport? They had all night to do it. I passed on their ridiculous options and flew with Delta and it was a great experience. Of course, I had to pay a lot more booking on the same day, but JetBlue doesn't care. I put in a lengthy complaint with the agent who assured me someone would get back to me by email within three days and I haven't heard a thing. JetBlue used to be a good company but now they're among the worst. The only thing they still have is decent legroom, but the corporate bean counters will probably start taking that away too.

We were made to wait in the airport for six hours for a flight that was ultimately canceled.

Both flights were significantly delayed. The flight experience itself was great.

My flight got delayed and eventually canceled, then rescheduled. I and several others had a connection from Boston to Paris and asked several times if we would make it. They assured us we would and then rebooked us mid flight without our consent and closed doors early even though they said they communicated we were a bit delayed. We got stranded in Boston and I opted with being rebooked for a different connection to France since they refused to pay for a Hotel. I've now been in Europe for 5 days and still haven't recieved my bags. There was absolutely no urgency for the fact that I'm in a foreign country with absolutely no change of clothes or any of my medication. Such an overwhelming and frustrating experience.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

They put me on an earlier and I got home sooner

Not good. One of my luggage is missing. And until now they can’t find it

Horrible experience upon landing. Probably more due to DCA utter incompetence than AA.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

Really good. I accidentally left my duffel on the plane and the reps were so friendly in retrieving it.

My 9:50AM flight was delayed to 3:40PM "due to incoming aircraft delay". No aircraft is "delayed" that long. Found out once we did board (after several changes in times) that the aircraft had a maintenance issue and we had to wait for another aircraft. Just tell us that. The aircraft we did get was old and the seats need to be updated. I have been traveling for several weeks with AA and you should refresh your entertainment content as frequent flyers have gone through most of your new content. I have Celiac and a shellfish allergy and continue to have struggles with meals on business and first class flights. Please keep this in mind. Sorry - was a long travel day yesterday and a bit cranky this morning with my experience comments. Still an AA fan.

The business steward was absolutely amazing! Smiles and kindness! Wish all AA flights are like this one!

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

Not really sure I enjoyed the flight at all. The flight attendants seemed a little tired and rude at times. The snacks were lacking in taste and sustenance. The flight was incredibly turbulent for three plus hours and the pilot had to do a second pass to land at our final destination because he was coming in so fast. He must have taken a short cut and because of it we had to suffer the violent turbulence and the dropping down. It had to be one of if not the worse flights I have ever been on and have traveled vastly all over the world.

Delay after delay with little communication then AA lost my luggage and at airport would not assist just said scan this QR code to track your luggage and submit a claim. However QR code provided did not work so have to go back to airport

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports