$93 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 4/14. 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$452
Santo Domingo
Santo Domingo1 stop$372
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad1 stop$363
Nassau
Nassau1 stop$351
Kingston
Kingston1 stop$424
Simpson Bay
Simpson Bay1 stop$321
Providenciales
Providenciales2 stops$538
Port of Spain
Port of Spain1 stop$584
Bridgetown
Bridgetown2 stops$595
George Town
George Town1 stop$339
Willemstad
Willemstad2 stops$543
Puerto Plata
Puerto Plata2 stops$613
St. John's
St. John's2 stops$596
Aguadilla
Aguadilla1 stop$366
Punta Cana
Punta Cana1 stop$452
Santo Domingo
Santo Domingo1 stop$372
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad1 stop$363
Nassau
Nassau1 stop$351
Kingston
Kingston1 stop$424
Simpson Bay
Simpson Bay1 stop$321
Providenciales
Providenciales2 stops$538
Port of Spain
Port of Spain1 stop$584
Bridgetown
Bridgetown2 stops$595
George Town
George Town1 stop$339
Willemstad
Willemstad2 stops$543
Puerto Plata
Puerto Plata2 stops$613
St. John's
St. John's2 stops$596
Aguadilla
Aguadilla1 stop$366

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

Mon, Apr 13 - Thu, Apr 16
Multiple Airlines Logo
8:40 am - 6:55 pm
RIC
-
SJU
10h 15m
1 stop
Multiple Airlines Logo
9:00 am - 12:55 pm
SJU
-
RIC
3h 55mnonstop
$222Multiple Airlines
Mon, Jun 1 - Fri, Jun 5
Delta Logo
7:03 am - 4:29 pm
RIC
-
SJU
9h 26m
1 stop
Delta Logo
5:43 pm - 12:43 am
SJU
-
RIC
7h 00m
1 stop
$224Delta
Tue, Apr 14 - Sat, Apr 18
JetBlue Logo
1:50 pm - 6:04 pm
RIC
-
SJU
4h 14mnonstop
JetBlue Logo
8:30 am - 12:25 pm
SJU
-
RIC
3h 55mnonstop
$225JetBlue
Fri, Apr 24 - Fri, May 1
Spirit Airlines Logo
8:45 pm - 7:22 pm
RIC
-
SJU
22h 37m
1 stop
Spirit Airlines Logo
12:57 pm - 7:50 pm
SJU
-
RIC
6h 53m
1 stop
$232Spirit Airlines
Sun, Apr 12 - Thu, Apr 16
Spirit Airlines Logo
8:40 am - 3:28 pm
RIC
-
STT
6h 48m
1 stop
Spirit Airlines Logo
12:25 pm - 7:50 pm
STT
-
RIC
7h 25m
1 stop
$242Spirit Airlines
Fri, May 8 - Mon, May 11
American Airlines Logo
7:10 pm - 11:35 am
RIC
-
STT
16h 25m
1 stop
American Airlines Logo
12:25 pm - 11:57 pm
STT
-
RIC
11h 32m
1 stop
$259American Airlines
Sun, Apr 12 - Thu, Apr 16
United Airlines Logo
6:00 am - 1:08 pm
RIC
-
STT
7h 08m
1 stop
United Airlines Logo
2:10 pm - 12:54 am
STT
-
RIC
10h 44m
1 stop
$265United Airlines
Tue, May 12 - Wed, May 13
American Airlines Logo
6:00 am - 4:15 pm
RIC
-
STT
10h 15m
2 stops
American Airlines Logo
2:30 pm - 9:42 pm
STT
-
RIC
7h 12m
1 stop
$280American Airlines
Sun, Apr 12 - Thu, Apr 16
United Airlines Logo
6:00 am - 1:08 pm
RIC
-
STT
7h 08m
1 stop
United Airlines Logo
2:10 pm - 12:54 am
STT
-
RIC
10h 44m
1 stop
$330United Airlines
Sat, Apr 25 - Sat, May 2
JetBlue Logo
6:20 am - 12:03 pm
RIC
-
NAS
5h 43m
1 stop
JetBlue Logo
4:59 pm - 10:25 pm
NAS
-
RIC
5h 26m
1 stop
$351JetBlue
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 $381 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 $1,379.

Can I save money by flying with a layover from Richmond to Caribbean?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $418, prices are generally cheapest when you fly direct.

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 Monday, as we generally find the cheapest rates on that day for this route. On the other hand, Friday 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$93
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 4332 reviews
7.5Entertainment
8.6Crew
8.0Comfort
7.0Food
8.1Boarding
Airline reviews

It was good from LAX to Phoenix, But the connection in Phoenix to Tulsa was not that great. The staff on both flights were great. The choice of free entertainment was ok nothing to brag about. The 45 min delay because of some electrical issue wasn't great from Phoenix to Tulsa. We sat there with hardly any air, The seat I had was between windows so the side of the plane pushed in on you. My being a bigger man it then made the seating area uncomfortable. The seats on the plane had no power to connect to recharge your phone or anything. I would recommend that they should look into a slot or clamp to hold your phone to enjoy while watching the entertainment choices hands-free. Also make it possible to raise the inner seat by the window be able to raise the arm rest up to make more room for larger people to set more comfortably. I would also say other then that stop price gouging the airfare or nickel and diming everything. Not fair for people having to fly for emergencies and be paying for higher prices due to the season or holidays. Your making your money either way and the cost of flying is still going to be the same regardless if there's 100 people or 200 people.

6.0 GoodAnthony & Kathy, Mar 2026
PHX - TUL
Read more Southwest reviews

It was good from LAX to Phoenix, But the connection in Phoenix to Tulsa was not that great. The staff on both flights were great. The choice of free entertainment was ok nothing to brag about. The 45 min delay because of some electrical issue wasn't great from Phoenix to Tulsa. We sat there with hardly any air, The seat I had was between windows so the side of the plane pushed in on you. My being a bigger man it then made the seating area uncomfortable. The seats on the plane had no power to connect to recharge your phone or anything. I would recommend that they should look into a slot or clamp to hold your phone to enjoy while watching the entertainment choices hands-free. Also make it possible to raise the inner seat by the window be able to raise the arm rest up to make more room for larger people to set more comfortably. I would also say other then that stop price gouging the airfare or nickel and diming everything. Not fair for people having to fly for emergencies and be paying for higher prices due to the season or holidays. Your making your money either way and the cost of flying is still going to be the same regardless if there's 100 people or 200 people.

Had a great flight. Delayed takeoff, but comfortable. Snacks were good.

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

I have roller bag with food and medication told me I couldn't bring on my 2nd flight today. 15 years flying with SW never an issue with that bag.

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

Great flight. Good snacks and drinks. Grateful it was free. The flight from Nashville to louisville, i think her name was Tracy (not sure that's right) super awesome, nice and cheerful. She really enjoyed being at work today! She was the person who scanned the boarding pass on flight wn941. She should be recommended for a raise !

I liked it better when you were truer to your roots Am paying more for less fun

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

Arlene was a great flight attendant. I also liked how one of the other flight attendants gave us a heads up about snacks and asked everyone to remove their headphones when it was their turn to order. Good idea.

Long flight but comfortable and not freezing as I have experienced on Hawaiian flights to the islands. They gave us blankets just in case. Nice touch.

I haven’t flown economy in over 20 years but it was not bad. Room by my feet for my bag and seat was roomy enough. Surprised in a good way.

The flight was delayed 90 minutes The Gate was wrong The Restroom on Aircraft was not clean There was a half used water bottle in my seat

Delta is always a wonderful experience. A clean plane and the crew is really friendly.

Too many people are taking up space in the overhead bins with their extra piece of luggage. Since they cannot fit their backpacks or extra luggage piece under the seat in front of them, they store it in the overheads and thus taking up room for other passengers. It wasn’t only one or two persons; more like 12 or 13 passengers.

Excellent service, I love the soft blush pink mood lighting on the 767-400ER during meal service. The overhead gasper vents on the 767-400ER were also very strong with a lot of airflow to keep me comfortable on my flight.

This was the worse experience. They delayed our flight twice and we still had to find another flight to get home sooner which was alos delayed. Also, the flight attendant named Ginny on DL9890 leaving at 4:13pm on 3/23/26 was extremely rude.

I love Delta the flight attendants were personable and the flight arrived 1/2 earlier thanks expected. All a plus. The gate agent was a bit flustered but even with that I still had a good experience. Her supervisor assisted me.

Got to fly my favorite plane, the Boeing 767-400ER, to Milan. The soft blush pink mood lighting during meal service was very beautiful and gorgeous. The service was top-notch, and our flights were on time. I highly recommend Delta.

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Terrible, if possible won't be flying again anytime soon!

Efficient boarding and early departure. Very smooth flight. Early arrival in ATL. Great flight.

We purchase first class seats for the first time for multiples of standard economy ticket. There was no access to the club lounge and no priority boarding. The meal and the service once on the plane were superior and the seat was nicer, but not worth the price difference. I will be happy to seat in economy and spend the difference on more travel.

The business class seat is exceptional. I wish the food is more palatable.

Wonderful in-seat entertainment with seatback screens and huge selection of quality movies. The ability to bluetooth connect headphones was amazing.

the entire flight felt off. The crew seemed uninterested and disengaged. The food service was really bad - overcooked, bland, weird food service. They actually woke us up to serve chicken wraps in the middle of the night, after dinner and before breakfast. Made no sense. Ultimately, I was glad they did though, because the breakfast had been held for so long it was inedible. Eggs, potatoes, sausage - all disgusting. We were asked to "honor" the lavatories for premium customers and stay in our own cabin: this was also strange. So people in economy didn't pay enough to use the closest toilet to them??? It's a toilet. All in all, not the experience I have come to expect from United Airlines. The return flight from Paris to SFO was better, btw.

Smooth and easy boarding, comfortable for the entire 5 hour flight, and the seat back entertainment was great! I appreciated all the features, from location info and maps, movies, the ability to connect with Bluetooth headphones, and good selection of movies. Food was good, normal airline snacks (I didn’t purchase anything)

Overall, the flight was good. Lounge access should be with all business class tickets.

They promise free wi-fi prior to boarding and then once on board you are informed you have to purchase wifi even after being a mileagePlus member.

Absolutely horrible. Flight was delayed 4 hours and they had no clue what was going on.

Onboard functioning wide-variety entertainment on a budget and having an open pantry is nice. Seats are not comfortable but go provide plenty of legroom for a 6'2" 260lbs man.

Even though the weather made a lot of flights become cancelled Jet Blue made the flight that was supposed to leave at 9 pm and we left at 12:15 am and I was so grateful- Thanks to the Senior Jet Blue Staff who made those decisions

Worst customer service ever experienced on the planet, dirty plane, no communication, and severe delays

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.

Better snacks but flight and crew were amazing on this flight

Found that the plane used for this short flight is smaller and therefore the seats are really squeezed tight.

It was the most un-special flight experience in my life.

Plane was super cold. No entertainment unless you were with mileage program Getting off the plane was super slow

Flight was on-time, boarding was flawless and the crew was friendly.

The staff are very, very professional. It's what flying should feel like.

Flight boarded from Gate 159B, the farthest gate in the LAX Bradley Terminal. While the flight operated on time, the first class cabin attendant made no recognition of my being an Advantage Executive Platinum member.

For an international flight the seats were smaller than most flight I have been on in economy. I don’t know the size of the seats or perhaps it was the size of the seat dividers that made the seats feel smaller and little amount of space to even turn your body if you needed to

The flight itself was excellent but the gate attendant made me check my carryon since she said it was an inch too big. I’ve had no problems with this carryon on recent flights on Qantas, Delta, Austrian, Southwest Airlines even though the overhead bins are the same size. there were other carryons in the bins that also looked larger than mine and there was room left in the bins for more. When I picked up my carryon from baggage claim one of the wheels had broken off.

The flight changed gates multiple times and flight had to be delayed multiple times

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports