Search Deals onBenner Vacation Packages
Benner Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Club Wyndham Elysian Beach Resort
Price was $1,453, price is now $1,085 per person
$1,085
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. Thomas (STT)
Stay at this resort in St. Thomas. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Sapphire Beach and Lindquist Beach are located nearby.
Limetree Beach Resort by Club Wyndham
Save 100% on your flight
Price was $2,262, price is now $1,613 per person
$1,613
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. Thomas (STT)
Stay at this hotel in St. Thomas. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Sapphire Beach and Bolongo Bay are located nearby.
Hidden charges after checkout
Reviewed on Oct 2, 2026
Villa Island Paradise
Price was $5,205, price is now $3,827 per person
$3,827
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. Thomas (STT)
Book a stay at this business-friendly villa in St. John. Enjoy free WiFi, free parking, and a garden. Popular attractions Sapphire Beach and Cruz Bay Beach are located nearby.
View was amazing . Unit itself was very unique
Reviewed on Sep 13, 2026
Calichi at Picture Point
Save 100% on your flight
Price was $4,227, price is now $3,129 per person
$3,129
per person
Dec 17 - Dec 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Thomas (STT)
Stay at this villa in St. John. Enjoy free WiFi, free parking, and in-room massages. Our guests praise the property condition in our reviews. Popular attractions Virgin Islands National Park and Cinnamon Bay Beach are located nearby.
We stayed in Papaya. The view was amazing. The buildings were modern and looked well cared for. The room was clean and felt luxurious yet simple. We had an amazing time! I would definitely recommend and my wife is trying to find a way to trick me into taking her back.
Reviewed on Sep 22, 2026
Hotel 1829
Save 100% on your flight
Price was $1,680, price is now $1,281 per person
$1,281
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. Thomas (STT)
Stay at this hotel in St. Thomas. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Sapphire Beach and Magens Bay Beach are located nearby.
Exceptional. This place is a treasure and the staff are absolutely amazing.
Reviewed on Sep 29, 2026
Margaritaville Vacation Club - St. Thomas
Price was $1,963, price is now $1,497 per person
$1,497
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. Thomas (STT)
Stay at this hotel in St. Thomas. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sapphire Beach and Coki Point Beach are located nearby.
Our room was clean and we loved having the kitchenette. The adult friendly pool area is very nice and the bartenders were fabulous. There is NO beach at this resort. So if you want a beach you can swim at, this is NOT the resort for you.
The food is marginal and the servers in the main dining area couldn’t care less if you’re there but the bartender Josh was amazing.
Reviewed on Oct 1, 2026
The Green Iguana Hotel
Price was $1,609, price is now $1,235 per person
$1,235
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. Thomas (STT)
Stay at this hotel in St. Thomas. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Sapphire Beach and Magens Bay Beach are located nearby.
Excellent hotel. The staff were very helpful in many ways. The view from the balcony was of the harbor and it was amazing. Loved every minute of our stay.
Reviewed on Jul 28, 2026
Casa Cielo
Price was $1,687, price is now $1,301 per person
$1,301
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. Thomas (STT)
Stay at this vacation home in St. Thomas. Enjoy free WiFi, free parking, and a garden. Popular attractions Sapphire Beach and Magens Bay Beach are located nearby.
Very welcome I love it
Reviewed on Jul 22, 2025
Benner Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Benner Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sun, Jan 24 - Mon, Feb 8
JFK
John F. Kennedy Intl.
STT
Cyril E. King
$297 Roundtrip, found 15 hours ago
$297
Roundtrip
found 15 hours ago
Mon, Feb 1 - Wed, Feb 17
MIA
Miami Intl.
STT
Cyril E. King
$321 Roundtrip, found 1 day ago
$321
Roundtrip
found 1 day ago
Mon, Jan 11 - Thu, Jan 28
FLL
Fort Lauderdale - Hollywood Intl.
STT
Cyril E. King
$330 Roundtrip, found 2 days ago
$330
Roundtrip
found 2 days ago
Sat, Feb 20 - Wed, Feb 24
LGA
LaGuardia
STT
Cyril E. King
$349 Roundtrip, found 17 hours ago
$349
Roundtrip
found 17 hours ago
Discover Other Travel Deals
- Sapphire Beach Vacations
- Virgin Islands National Park Vacations
- Magens Bay Beach Vacations
- Bolongo Bay Vacations
- Trunk Bay Vacations
- Coki Point Beach Vacations
- Cinnamon Bay Beach Vacations
- Lindquist Beach Vacations
- Maho Beach Vacations
- Honeymoon Beach Vacations
- Blackbeard's Castle Vacations
- Secret Harbour Beach Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
