$107 Find Cheap Flights from Richmond to Caribbean - Compare and Save

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 9/30. 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.
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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$414
Santo Domingo
Santo Domingo1 stop$400
Montego Bay
Montego Bay1 stop$354
Oranjestad
Oranjestad1 stop$382
Nassau
Nassau1 stop$314
Kingston
Kingston1 stop$398
Simpson Bay
Simpson Bay1 stop$325
Providenciales
Providenciales2 stops$635
Port of Spain
Port of Spain1 stop$580
Bridgetown
Bridgetown1 stop$687
George Town
George Town1 stop$351
Willemstad
Willemstad1 stop$731
Aguadilla
Aguadilla1 stop$332
Puerto Plata
Puerto Plata2 stops$660
St. John's
St. John's1 stop$803
Punta Cana
Punta Cana1 stop$414
Santo Domingo
Santo Domingo1 stop$400
Montego Bay
Montego Bay1 stop$354
Oranjestad
Oranjestad1 stop$382
Nassau
Nassau1 stop$314
Kingston
Kingston1 stop$398
Simpson Bay
Simpson Bay1 stop$325
Providenciales
Providenciales2 stops$635
Port of Spain
Port of Spain1 stop$580
Bridgetown
Bridgetown1 stop$687
George Town
George Town1 stop$351
Willemstad
Willemstad1 stop$731
Aguadilla
Aguadilla1 stop$332
Puerto Plata
Puerto Plata2 stops$660
St. John's
St. John's1 stop$803

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

Sat, Aug 15 - Sat, Aug 22
JetBlue Logo
5:20 pm - 8:59 pm
RIC
-
SJU
3h 39mnonstop
JetBlue Logo
12:43 pm - 4:29 pm
SJU
-
RIC
3h 46mnonstop
$279JetBlue
Tue, Jul 28 - Mon, Aug 3
Multiple Airlines Logo
3:30 pm - 7:09 pm
RIC
-
SJU
3h 39mnonstop
Multiple Airlines Logo
3:10 am - 4:36 pm
SJU
-
RIC
13h 26m
1 stop
$281Multiple Airlines
Wed, Sep 16 - Tue, Sep 22
United Airlines Logo
6:40 am - 8:38 pm
RIC
-
SJU
13h 58m
2 stops
United Airlines Logo
1:00 am - 9:56 am
SJU
-
RIC
8h 56m
2 stops
$285United Airlines
Tue, Jul 14 - Thu, Aug 13
Delta Logo
7:05 am - 4:38 pm
RIC
-
SJU
9h 33m
1 stop
Delta Logo
7:30 am - 4:18 pm
SJU
-
RIC
8h 48m
1 stop
$286Delta
Thu, Jul 23 - Thu, Aug 6
JetBlue Logo
4:19 pm - 8:00 pm
RIC
-
SJU
3h 41mnonstop
JetBlue Logo
11:44 am - 3:29 pm
SJU
-
RIC
3h 45mnonstop
$287JetBlue
Tue, Sep 1 - Sat, Sep 5
Delta Logo
4:58 pm - 11:52 pm
RIC
-
SJU
6h 54m
1 stop
Delta Logo
7:30 am - 4:18 pm
SJU
-
RIC
8h 48m
1 stop
$288Delta
Sat, Jul 18 - Thu, Jul 23
American Airlines Logo
6:16 pm - 10:01 am
RIC
-
NAS
15h 45m
1 stop
American Airlines Logo
11:02 am - 10:50 pm
NAS
-
RIC
11h 48m
1 stop
$322American Airlines
Sat, Aug 22 - Wed, Aug 26
American Airlines Logo
7:11 am - 1:33 pm
RIC
-
SXM
6h 22m
1 stop
American Airlines Logo
2:22 pm - 10:25 pm
SXM
-
RIC
8h 03m
1 stop
$325American Airlines
Wed, Nov 18 - Mon, Nov 23
United Airlines Logo
7:30 am - 1:48 pm
RIC
-
NAS
6h 18m
1 stop
United Airlines Logo
2:55 pm - 9:45 pm
NAS
-
RIC
6h 50m
1 stop
$342United Airlines
Thu, Oct 1 - Mon, Oct 5
Southwest Logo
4:25 pm - 2:00 pm
RIC
-
SXM
21h 35m
2 stops
Southwest Logo
3:00 pm - 10:35 pm
SXM
-
RIC
7h 35m
1 stop
$383Southwest
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 5 days was to San Juan, at $225 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 5 days was $225.

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 $366 on average. Morning departures are around 49% more expensive than evening flights, 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 $566.

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 $385, 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 September, when tickets cost $67 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $4,040 and $829 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, Thursday 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 2 weeks before departure, which saves you about 4% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$107
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Richmond to Nassau

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.

  • How many flights are there between Richmond and Caribbean per day?

    There is a maximum of 1 nonstop flight a day that takes off from Richmond and lands in Caribbean, with an average flight time of 3h 39m. The most common departure time is 3:00 pm and most flights take off in the afternoon. Each week, there are 3 flights.

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.
7.9
SouthwestOverall score based on 4250 reviews
8.0Comfort
7.5Entertainment
8.1Boarding
7.0Food
8.6Crew
Airline reviews

My experience will Southwest was good. I wish there was more entertainment and the boarding process was slow at time but other than that my experience was great definitely will be flying with SouthWest again.

8.0 ExcellentAnonymous, Jul 2026
PHL - BNA
Read more Southwest reviews

My experience will Southwest was good. I wish there was more entertainment and the boarding process was slow at time but other than that my experience was great definitely will be flying with SouthWest again.

Flight was delayed by 2 hours, meaning that a flight to Dwnver which should have arrived at 11pm came into the airport at 1 am. Made for a very long day.

I think Southwest is the number one airline that anyone can fly I have flown for the first time Frontier and what a joke and their customer service United was a very strange experience I'm only sticking to Southwest from here on out for sure

Great job! My family doesnt fly often but we felt safe 100%

Great job Southwest! My family doesn't fly often but we felt safe the whole time.

SW can't get their wifi right. I upgrade to insure wifi service but the last two trips had intermittent service. Not worth the extra costs.

The flight was late. The crew was rude. There was no food. Cramped and uncomfortable. Nothing about this flight was good.

Crew was rude, flight was late, wifi didn't work, no food, basically nothing about this flight was good.

The trip was good. Short, uneventful, and can't ask for more than that My one complaint is that I had signed up for wheel chair assist between gates. I fractured my foot/ankle in two places and needed the help. Neither flight did the requested help appear. I ended up walking through both Atlanta and Nashville Airport and was a very unhappy traveler. While I know that it's the airport responsibility for the service, I wish that SW had at least verified that the assistance was there as requested.

I liked that we arrived safely. I did not like how Southwest personnel blamed the boarding delays on wheel chair passengers. If there is a national wheelchair basketball tournament occurring, be ready as a company to respond with appropriate resources to match your cudtomers needs.

Flight attendants were great. Cheerful, upbeat and friendly. Jet, in particular, was fantastic.

Would have been better if there was a nonstop flight from Tampa to Norfolk or Tampa to New Port News.

The boarding process doesn't make sense since some people that will sit behind your rows are boarded before you and then they take up the luggage space above your head. I then have to wait for people to get off the plane before I can go back to get my luggage.

Good seat comfort ORF to ATL. Bad seat ATL to SEA (terrible lumbar support, hard, ouch)..

They made us board and then deboard due to mechanical issue which delayed the departure by almost 2 hours and we barely made our connecting flight. These quality checks should've been done before boarding not after.

My Flight was cancelled and there was no other options available for me to Travel on that date and my options for the next day was all connecting flights that would have me in the airports all day before reaching my destination

Atlanta boarding crew at gate were filled with arrogance and were disrespectful. In flight crew showed indifference to the needs of passengers. This is about the flight from ATL to BDL.

They were 2 hours late departing with no explanation. I missed my connection, was rebooked not in correct seating that I paid for. Over all of was horrible. I now know why I've not flown Delta since 2018

I appreciate the crew and their hard work. In Atlanta, the ticket counter had 1 woman to do all the work. She was amazing. People weren’t happy they had to check their carry on roller bags, but she handled them well. She was cordial and worked quickly to get the passengers boarded.

I understand why there was a 40 minute delay, but we should have been offered snacks during that time. We weren’t offered it until later.

Airline tickets are not cheap. You expect reliable competent service. Thanks to canceled flights and botched transfers we arrived at our destination two days late. This is not acceptable

We were a little disappointed to not be able to complete check in online without uploading pics of passports. Also we have KTN's and they weren't on our boarding passes when we got to security. Had to trek back to counter to have them fix.

They did the one thing that really matters - got to Chicago early.

The person I bought the ticket for didn’t make the flight.

Overall great. I was forced to check my carry-on backpack from EWR to BOS but it came out on the luggage carousel so fast I didn't even get delayed for my pickup.

Everything was perfect except the pad at the top of the seat back. It pushes my head forward into a very uncomfortable position and it is not removable.

The Check-in process at ORF for united is ABSOLUTELY TERRIBLE. I got there two hours early for a flight down the street and didn’t make it halfway to the register before I had to get out of line and remove my bags or miss my flight. This is every day thing and I’m clueless how this has gone on for years. This was the final straw. I’d rather pay a fortune more for a different airline than deal with this process

It is a modern tragedy that any airline expects you to travel for 14 hours in such discomfort and that the only way to add comfort is exorbitant prices. I was in pain by the time we landed. Shameful.

We waited to takeoff for about 1 hour delay for a 20 min flight.

Planes were on time, we were offered opportunities to take seats in exit aisles that had better leg room, tasks offs and landings were smooth, we were kept informed of flight status

They did not offer coffee on a 7am flight…awful!!

RIC Staff was not enough. Elderly passengers had to wait 30 minutes to deplane, so we could board and still had to walk as no chairs were provided. And, passenger in front of my seat assignment rammed seat against my legs entire flight time. Was mildly bruised and left thigh still sore.

The flight had a delay that made me being in a real rush to take the second flight. The delay was almost for 2 hours. They moved us from gate to gate in 4 times. Once I arrived to Philadelphia, I got to run thorough all the airport, as the train was already closed by that time. So I got sick with asthma for all the running I had to do. And I was the last one to board, when it was almost closed. So irresponsable with the people

5.5 hour delay with no explanation on why, along with no proactive effort to reaccomodate me.

Flight overall was good. Landing was a little rough, but could be attributed to the rainy weather.

The free internet access did not work, so we had to purchase 2 Internet packages. Flight attendants were not proactive in checking in with first class patrons

Equipment swap led to 2+ hour delay on international flight. And to top it off, boarding took forever.

Wretched scheduling - they got themselves into a critical crew situation and didn’t try to address it until 15 minutes before they had to cancel my flight

Terrible. I hate flying with AA. There is always a high level of stress felt when I fly with them.

Cut off carry ons, had to check, got on and there was plenty of bin space. Disappointing.

Flight was delayed many times. The crew was friendly but you eleven had to buy headphones to access the movies in the plane. $8 is not a lot for one person but it is when you travel with all your family.

When I agreed to give up my two seats because of overbooking by the airline, I should have been offered some sort of reward or credit towards a future flight. I was not. It was not until the next day when I mentioned it to a Jet Blue employee that I was advised to call 1-800-JetBlue. So here I am, having done Jet Blue a favor and I had to do the work to find out if I was going to get a credit. Such service

A nightmare. Scheduled flight delayed 2 hours then cancelled because pilot timed out . Unable to find another pilot. Really?! Weather certainly a factor, but JetBlue seemed totally unprepared for the chaos that ensued when flight routes were cancelled. More cancelled flights, finally many of us who had been bumped from other flights were allowed to board a Boston bound plane around 3:00am, delay after delay, sat on tarmac for another half hour while pilot dealt with weight distribution issues (?), arrived in Boston 4:30. Crew were wonderful- same attendants all day and night and they were exhausted. Fortunately for me and my son that Boston was our final destination, not so lucky for many who missed connecting flights.

Complete and total debacle from start to finish. HUGE mistake picking this airline. NEVER again! Rudest staff in the business.

The food took two hours to be delivered to my seat, when I'm on an overnight flight I want to sleep asap after take off

It's not JetBlues fault but there was a smell on the plane (possibly other travelers) and 3 children behind me that never quit whining. Soccor fans that were very loud. Pilot brought the plane down from high altitude quickly, dropping us hu dress of feet at a time. I've never felt that intense of dropping on other airlines (usually fly Southwest Airlines). But I arrived safely and I'm thankful for that.

Seats were great, the staff was great, and the food was about the best I've had on a plane, and is especially the best of any US-based carrier I've flown. Free Wi-Fi was also great.

The flight was delayed 14 hours and communication was very poor. No one seemed to know what was happening and the gate agent was trying to help people for several flights. She was by herself trying to help 100s of people.

Domestic flights are good. Just stay away from international travel

There were mutliple delays. There was inconsistent, delayed, and poor communication regarding the delays.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports