
Keep the following information in mind while searching for Washington, D.C. to Caribbean flight deals. Data was last updated November 4, 2026.
Round-trip from | $250 (Cheapflightsfares) |
|---|---|
One-way from | $133 (Priceline) |
Popular in | December |
Cheapest in | February |
Average price | $372 |
Good round-trip deal | $255 or less |
Good one-way deal | $132 or less |
Fly from
Fly to
Route
Depart
Return
Washington, D.C.San Juan
DCA Washington, D.C. Reagan-National - SJU San Juan Luis Munoz Marin Intl
DCASJU
Washington, D.C. Reagan-National
Sat 11/14
3:54 pm-1:13 am
1 stop8h 19m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
Washington, D.C.Saint Thomas Island
IAD Washington, D.C. Dulles Intl - STT Saint Thomas Island Cyril E King
IADSTT
Washington, D.C. Dulles Intl
Wed 1/13
8:56 am-1:56 pm
Nonstop4h 00m
Saint Thomas Island Cyril E King
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
Washington, D.C.Saint Thomas Island
IAD Washington, D.C. Dulles Intl - STT Saint Thomas Island Cyril E King
IADSTT
Washington, D.C. Dulles Intl
Tue 3/23
8:56 am-12:56 pm
Nonstop4h 00m
Saint Thomas Island Cyril E King
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
Washington, D.C.San Juan
DCA Washington, D.C. Reagan-National - SJU San Juan Luis Munoz Marin Intl
DCASJU
Washington, D.C. Reagan-National
Mon 1/11
8:00 am-12:46 pm
Nonstop3h 46m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
Washington, D.C.Saint Thomas Island
IAD Washington, D.C. Dulles Intl - STT Saint Thomas Island Cyril E King
IADSTT
Washington, D.C. Dulles Intl
Mon 1/18
8:56 am-1:56 pm
Nonstop4h 00m
Saint Thomas Island Cyril E King
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
Washington, D.C.Nassau
DCA Washington, D.C. Reagan-National - NAS Nassau Intl
DCANAS
Washington, D.C. Reagan-National
Wed 11/25
6:55 pm-8:25 pm
1 stop25h 30m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
Washington, D.C.San Juan
DCA Washington, D.C. Reagan-National - SJU San Juan Luis Munoz Marin Intl
DCASJU
Washington, D.C. Reagan-National
Wed 11/18
7:00 am-2:33 pm
1 stop6h 33m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
Washington, D.C.Saint Thomas Island
IAD Washington, D.C. Dulles Intl - STT Saint Thomas Island Cyril E King
IADSTT
Washington, D.C. Dulles Intl
Mon 1/11
8:56 am-1:56 pm
Nonstop4h 00m
Saint Thomas Island Cyril E King
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
Washington, D.C.Nassau
DCA Washington, D.C. Reagan-National - NAS Nassau Intl
DCANAS
Washington, D.C. Reagan-National
Mon 11/16
6:00 am-1:15 pm
1 stop7h 15m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
Washington, D.C.San Juan
DCA Washington, D.C. Reagan-National - SJU San Juan Luis Munoz Marin Intl
DCASJU
Washington, D.C. Reagan-National
Mon 12/21
3:05 pm-2:21 am
1 stop10h 16m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
Everything you need to know about your flight from Washington, D.C. to Caribbean
Crew
Comfort
Entertainment
Overall
Boarding
Food
Reviews
Patricia,Oct 2026
DAL - TPA
Crew
Comfort
Entertainment
Overall
Boarding
Food
Reviews
Patricia,Oct 2026
DAL - TPA
Crew
Comfort
Entertainment
Overall
Boarding
Food
Reviews
Patricia,Oct 2026
DAL - TPA
Crew
Comfort
Entertainment
Overall
Boarding
Food
Reviews
Patricia,Oct 2026
DAL - TPA
Crew
Comfort
Entertainment
Overall
Boarding
Food
Reviews
Patricia,Oct 2026
DAL - TPA
Crew
Comfort
Entertainment
Overall
Boarding
Food
Reviews
Patricia,Oct 2026
DAL - TPA
Find useful and relevant information for your journey from Washington, D.C. to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$84 | Average$515 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$135 | Average$631 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$167 | Average$537 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$172 | Average$624 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$208 | Average$600 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$240 | Average$524 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$256 | Average$432 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$301 | Average$650 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$310 | Average$644 | FlexibilityNo cancel fee | On-time70% |