
We use cookies to enhance your browsing experience, serve personalized content, and analyze our traffic. By clicking "Accept All" you accept this and consent that we share this information with third parties and that your data may be processed in the USA. For more information, please read our .
You can adjust your preferences at any time. If you deny, we will use only the essential cookies and unfortunately, you will not receive any personalized content.

4-Night US Virgin Islands Group Getaway from $382 Each — Flights & Luxe Condo Resort Included!
From $382
Step 2: Book FlightsCheapest FlightsPirates, we've found unbelievable rates on a US Virgin Islands vacation for four — ideal for a family or group Caribbean getaway. From $382 each, you can fly out to Saint Thomas and spend four nights in a condo at the 4-star Point Pleasant Resort 4.5/5 on TripAdvisor & winner of the 2025 Travelers' Choice Award. Enjoy three pools, a private beach, and a hillside location with gorgeous views.
This deal covers peak spring dates through May, and will save you over $400 off similar vacation packages during the same dates!
🏴☠️ Pirate Insight: You don't need a passport to enter Saint Thomas if you are a US citizen.
We found some dates with the best rates for you, but many others are available.
All prices listed are based on nonstop journeys or short layovers. There may be cheaper flights available with longer layovers.
Please note: There might be cheaper flights available with longer overnight layovers.
🔻 Departing Orlando
🔻 Departing Fort Lauderdale
🔻 Departing New Orleans
🔻 Departing Washington, DC
🔻 Departing Atlanta
🔻 Departing NYC
🔻 Departing Boston
🔻 Departing Chicago
🔻 Departing Dallas
🔻 Departing Houston
This hotel is priced for four guests. This can be adjusted as needed during booking.
Pirate Tip 🏴☠️️: select the lowest price option on Trivago to get the best deal.
*That's $204 per person!
Hotel Price per Person = $204
Flight Price = $178
TOTAL = $382 [Based on Four Guests]