$115 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 11/26. 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$310
Santo Domingo
Santo Domingo1 stop$308
Montego Bay
Montego Bay1 stop$319
Oranjestad
Oranjestad1 stop$327
Nassau
Nassau1 stop$295
Kingston
Kingston1 stop$389
Simpson Bay
Simpson Bay1 stop$279
Providenciales
Providenciales1 stop$364
Port of Spain
Port of Spain2 stops$623
Bridgetown
Bridgetown1 stop$435
George Town
George Town2 stops$286
Willemstad
Willemstad2 stops$576
St. John's
St. John's1 stop$580
Puerto Plata
Puerto Plata1 stop$508
Aguadilla
Aguadilla2 stops$388
Punta Cana
Punta Cana1 stop$310
Santo Domingo
Santo Domingo1 stop$308
Montego Bay
Montego Bay1 stop$319
Oranjestad
Oranjestad1 stop$327
Nassau
Nassau1 stop$295
Kingston
Kingston1 stop$389
Simpson Bay
Simpson Bay1 stop$279
Providenciales
Providenciales1 stop$364
Port of Spain
Port of Spain2 stops$623
Bridgetown
Bridgetown1 stop$435
George Town
George Town2 stops$286
Willemstad
Willemstad2 stops$576
St. John's
St. John's1 stop$580
Puerto Plata
Puerto Plata1 stop$508
Aguadilla
Aguadilla2 stops$388

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, Nov 11 - Sat, Nov 15
United Airlines Logo
6:30 am - 9:26 pmRIC-SJU
13h 56m2 stops
United Airlines Logo
8:30 am - 1:57 pmSJU-RIC
6h 27m1 stop
$268United Airlines
Find Deal
Fri, Dec 5 - Fri, Dec 12
Spirit Airlines Logo
6:25 pm - 12:32 pmRIC-SJU
17h 07m1 stop
Spirit Airlines Logo
4:10 am - 11:18 amSJU-RIC
8h 08m1 stop
$269Spirit Airlines
Find Deal
Tue, Mar 3 - Wed, Mar 4
JetBlue Logo
4:40 pm - 1:12 amRIC-SJU
7h 32m1 stop
JetBlue Logo
8:40 am - 3:45 pmSJU-RIC
8h 05m1 stop
$270JetBlue
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Thu, Feb 26 - Mon, Mar 2
JetBlue Logo
4:40 pm - 1:12 amRIC-SJU
7h 32m1 stop
JetBlue Logo
6:00 pm - 11:15 pmSJU-RIC
6h 15m1 stop
$276JetBlue
Find Deal
Sat, Jan 31 - Sat, Feb 7
Southwest Logo
4:15 pm - 11:00 pmRIC-SJU
5h 45m1 stop
Southwest Logo
6:00 am - 11:00 amSJU-RIC
6h 00m1 stop
$277Southwest
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Sun, Jan 11 - Fri, Jan 16
American Airlines Logo
7:26 pm - 12:58 pmRIC-SXM
16h 32m1 stop
American Airlines Logo
3:50 pm - 10:37 pmSXM-RIC
7h 47m1 stop
$279American Airlines
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Sun, Jan 11 - Fri, Jan 16
American Airlines Logo
7:06 pm - 4:28 pmRIC-SXM
20h 22m2 stops
American Airlines Logo
5:33 pm - 12:44 pmSXM-RIC
20h 11m2 stops
$284American Airlines
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Fri, Jan 23 - Tue, Jan 27
Delta Logo
6:00 am - 12:26 pmRIC-NAS
6h 26m1 stop
Delta Logo
2:56 pm - 8:28 pmNAS-RIC
5h 32m1 stop
$295Delta
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Wed, Nov 12 - Sat, Nov 15
Delta Logo
5:10 am - 2:17 pmRIC-SJU
8h 07m1 stop
Delta Logo
7:15 am - 3:19 pmSJU-RIC
9h 04m1 stop
$305Delta
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Tue, Jan 27 - Tue, Feb 17
Southwest Logo
7:10 am - 1:00 pmRIC-MBJ
5h 50m1 stop
Southwest Logo
2:00 pm - 9:35 pmMBJ-RIC
7h 35m1 stop
$415Southwest
Find Deal
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 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 $337 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $548 and $477 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 Tuesday, 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 Wednesday and avoiding Sundays 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 4 weeks before departure, which saves you about 16% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$115
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 6% 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.

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

    The cheapest time of day to fly to Caribbean is generally at night, when round-trip flights cost $286 on average. On average, there is no price difference when choosing to fly in the morning or the evening on this flight route. The most expensive time of day to fly to Caribbean is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $452.

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 4242 reviews
7.0Food
8.1Boarding
8.0Comfort
7.5Entertainment
8.6Crew
Airline reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

8.0 ExcellentGreg, Oct 2025OAK - BUR
Read more Southwest reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Old plane and old configuration/seats but still comfortable for a morning flight

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Flight was crowded and the woman sitting on my left was large & kept crouching in to my space. You need bigger seats or smaller passengers to fit into the seats you DO have! Snack were OK. Would appreciate if airlines had more savory rather than sweet snacks, thank you!

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

Terrible. Our luggage was delayed and couldn’t be delivered for several days. We got bad information from the airline agents at baggage claim. We had to pick up our car so we wouldn’t be charged for an extra day. We got lost in the maze of airport parking. The baggage claim agents didn’t offer us any compensation for our extra time and expense. We are tired, hungry and very frustrated.

The flight was flawless and we even arrived between 20 and 25 minutes early!

The only thing to like was that we eventually got to our destination

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

There was a fowl odour coming from the lavatory the entire flight

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

No internet on a flight over three hours in this age is criminal. Staff inattentive and dismissive

They have the most inexperienced / rude flight staff I’ve encountered

very difficult boarding process - aggressive passengers not the friendliest crew

the plane was not full so the flight attendant had me move to an empty row which made for a good flight. The software for logging on and booking and confirming the flight is much too cumbersome.

Always comes in handy when I want a quick weekend getaway.

For the price I could have taken a “name brand” airline. No drink no snack and constant emails trying to get addition money for EVERYTHING other airlines include in the price. It looks cheaper but it’s Judy bait and switch and emails non stop!

The gate agents for spirit at EWR wouldn’t give me my ticket to board when I arrived 50 min from the flight, saying that I wouldn’t make my flight. They tried to reschedule me to arrive at my destination 14 hours after the original flight, which included a 10 hr layover in another city. I rebooked with another airline and it took me a total of 5 min to go through security. Then I see a charge on my card for a $100 change fee that I did not approve. Beware of this horrible place and these horrible people

Excessive fees for flight delays. What a Scam. I was not able to attend the wedding I needed to go.

Waited at the airport for over 4 hours to board this flight. Terrible airline

Was supposed to take off 8:00 last night. Got delayed till 8:00 this morning

It was terrible, we had to board and unboard the flight with a hour delay that caused me to miss an appointment and a surprise for my wife

When the flight ticket is expensive and you have to purchase check in luggage and there is no snacks, no entertainment, tight seats stuffed in the back of the plane not such good experience. I would like some to reach out to me . I paid for check luggage when I bought the ticket they made me pay again on the return flight extra $70. Very frustrating.

Excellent experience when I am looking for a budget airline where the main expectation is getting me from point A to point B with no frills.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

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