$103 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 5/30. 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.
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$382
Santo Domingo
Santo Domingo1 stop$368
Montego Bay
Montego Bay1 stop$335
Oranjestad
Oranjestad1 stop$387
Nassau
Nassau1 stop$309
Kingston
Kingston2 stops$449
Simpson Bay
Simpson Bay1 stop$341
Providenciales
Providenciales2 stops$602
Port of Spain
Port of Spain2 stops$584
Bridgetown
Bridgetown1 stop$652
George Town
George Town1 stop$359
Willemstad
Willemstad2 stops$629
Aguadilla
Aguadilla1 stop$429
Puerto Plata
Puerto Plata1 stop$690
St. John's
St. John's2 stops$710
Punta Cana
Punta Cana1 stop$382
Santo Domingo
Santo Domingo1 stop$368
Montego Bay
Montego Bay1 stop$335
Oranjestad
Oranjestad1 stop$387
Nassau
Nassau1 stop$309
Kingston
Kingston2 stops$449
Simpson Bay
Simpson Bay1 stop$341
Providenciales
Providenciales2 stops$602
Port of Spain
Port of Spain2 stops$584
Bridgetown
Bridgetown1 stop$652
George Town
George Town1 stop$359
Willemstad
Willemstad2 stops$629
Aguadilla
Aguadilla1 stop$429
Puerto Plata
Puerto Plata1 stop$690
St. John's
St. John's2 stops$710

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

Tue, May 12 - Thu, May 14
Multiple Airlines Logo
9:44 pm - 10:04 am
RIC
-
SJU
12h 20m
1 stop
Multiple Airlines Logo
11:00 am - 4:33 pm
SJU
-
RIC
29h 33m
1 stop
$251Multiple Airlines
Tue, May 12 - Sat, May 16
American Airlines Logo
10:31 am - 8:51 pm
RIC
-
SJU
10h 20m
2 stops
American Airlines Logo
11:43 am - 11:57 pm
SJU
-
RIC
12h 14m
1 stop
$254American Airlines
Tue, May 12 - Wed, May 13
United Airlines Logo
6:00 am - 1:45 pm
RIC
-
SJU
7h 45m
1 stop
United Airlines Logo
1:00 am - 9:37 am
SJU
-
RIC
8h 37m
2 stops
$277United Airlines
Tue, May 26 - Thu, Jun 4
JetBlue Logo
4:46 pm - 12:19 am
RIC
-
SJU
7h 33m
1 stop
JetBlue Logo
7:46 am - 11:41 am
SJU
-
RIC
3h 55mnonstop
$281JetBlue
Sat, May 30 - Thu, Jun 11
JetBlue Logo
6:00 am - 4:20 pm
RIC
-
SJU
10h 20m
1 stop
JetBlue Logo
10:38 am - 2:23 pm
SJU
-
RIC
3h 45mnonstop
$286JetBlue
Tue, Jun 2 - Thu, Jun 4
Delta Logo
7:03 am - 4:29 pm
RIC
-
SJU
9h 26m
1 stop
Delta Logo
1:16 pm - 11:17 pm
SJU
-
RIC
10h 01m
1 stop
$288Delta
Thu, May 28 - Tue, Jun 2
Delta Logo
6:39 am - 4:35 pm
RIC
-
NAS
9h 56m
1 stop
Delta Logo
6:00 pm - 12:38 am
NAS
-
RIC
6h 38m
1 stop
$314Delta
Tue, May 12 - Fri, May 15
United Airlines Logo
6:00 am - 11:43 am
RIC
-
MBJ
6h 43m
1 stop
United Airlines Logo
4:12 pm - 9:37 am
MBJ
-
RIC
16h 25m
1 stop
$335United Airlines
Fri, Jun 26 - Thu, Jul 2
Southwest Logo
4:10 pm - 11:45 am
RIC
-
PLS
19h 35m
2 stops
Southwest Logo
3:50 pm - 11:50 pm
PLS
-
RIC
8h 00m
2 stops
$602Southwest
Thu, Jul 30 - Mon, Aug 3
Southwest Logo
6:15 am - 2:55 pm
RIC
-
PLS
8h 40m
2 stops
Southwest Logo
3:50 pm - 11:50 pm
PLS
-
RIC
8h 00m
2 stops
$636Southwest
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 $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 72 hours 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 $373 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 $1,161.

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 September, when tickets cost $67 (return) on average. On the other hand, the most expensive months are December and May, when the average cost of round-trip tickets is $1,505 and $1,027 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 Tuesday 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 11% 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$103
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 17% 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.

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 4314 reviews
8.1Boarding
8.0Comfort
8.6Crew
7.5Entertainment
7.0Food
Airline reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

10.0 Excellentlarry, Apr 2026
LGB - PHX
Read more Southwest reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Seats in Delta Main are unbelievably close to the seat in front of. Hard to get a backpack under the seat.

The flight was operated by Latam. The aircraft had a technical issue and the flight was delayed for the next day. They grounded other passengers to get their airplane assigned to my flight. Most of he ground staff don't speak English (Orlando Airport), but were very polite.The crew on the other hand could speak English and Portuguese. On board service was good.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

Very easy to use and convenient, you can perform any action within the same portal

In a world of delays, Delta was on time both ways! Boarding was fast and efficient. Staff was friendly. AND wifi worked.

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

Cree was organized and pleasant. Plane had good seating but as it’s a shuttle toilets hadn’t been thoroughly cleaned (eg. bins too full)

I liked that my son and I were reseated next to each other (we had different bookings). I liked that it was a directg flight and mostly on time. I liked that you provided pillows and blankets. Flight attendants were generally courteous. The messaging through wifi did not work well. The food was not good. Seats are very narrow and I felt slightly claustraphobic in the window seat.

Overall a good experience, but no wifi available for free or for purchase and we got wet from condensation or other water source during descent.

Some crew were unfriendly or in some cases just straight up rude.

Booked through Kayak Business, had a seat in middle and towards back due to booking rate, not comfortable.

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Outstanding service, efficient & friendly crew, flight was safe, comfortable & on time

Cancelled BOYH legs of our flight home 30 min before initial boarding

Cancelled the flight half hour before boarding. Then cancelled the connecting flight too.

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

I would like a refund for the extra cost the seat I paid for. An oversized person sat next to me and I couldn’t fit on my seat and had to move to another seat.

Boarding gate at LAX was too crowded—two gates next to one another

The flight was delayed about an hour for a maintenance specialist to approve the maintenance repair

This flight was delayed but it worked in my favor because my Atlanta to Dallas flight was delayed.

This was a hard flight. 3 delays out of OKC (1 on the Tarmac). Delay in Atlanta coming to Dallas. total travel time was the equivalent of driving from OKC to Atlanta.

Like: flights are on time, good boarding process Can improve: planes are old, improve entertainment and make space more comfortable

Had to wait for a gate for a long time, then waited on the run way for a long time before leaving. The actual flights part was good.

Jet blue just had great service overall! Only a little turbulence heading out of Austin, otherwise the jet stream helped the speed of the trip!

Boarding was quick and efficient. The flight crew were friendly. There were limited food options available on the flight. The pocket guide said there would be salad and sandwich sections available on flights over 3.5 hours. The only food available were snack boxes. And those were limited as well. My flight was over 5 hours. The entertainment system worked well. I had both extra legroom seats and regular coach seats. The seats were not very comfortable. The entertainment controls in the armrest made it difficult to rest my arm without changing the channel on my neighbors TV. Overall, my experience was mediocre.

Purchased through 3rd party vendor which made everything difficult. Unable to check in online. Unable to get flight updates easily, tsa precheck information didn’t carry through, longer time to check in in person. Entertainment looked good but had to purchase conventional headphones to view.

Boarding was fast, easy, and we landed early. The entertainment system was very buggy and kept resetting throughout the flight.

Not having an assigned seat until boarding and then having to check my bag.

Flight emergency landed in Chicago due to “Odor” in back of plane . Had to buy ANOTHER TICKET to get to Boston cash out of my own pocket . Then they would notchange my return flight time without a 400. Charge!!!! Insulting.

I purchased ticket so our daughter ( a minor) can sit next to her mother. No help at gate after kayak insisted that this could be done. She ended sitting by herself

Flight was as expected. But it was delayed an hour. Also, my luggage got damaged. So that sucked especially since the damage made navigating the airport difficult. Walking to get ground transportation is sooo far away now and my checked bag was difficult to carry.

we were an hour delayed after boarding and given no reason. Headsets cost money. Also there were openrows with no one setting in them but we were told we were not allowed to swtich.

Crew was very friendly. Did not like being jammed in the back middle seat. Don’t understand why I can not select an aisle for free based on first come first serve. Also first time I’ve been on a flight which attempted land then circled Detroit airport multiple times.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports