Search Deals on
Little Trunk Bay Vacation Packages

Build your package with 2 more options

Little Trunk Bay Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Leverick Bay Resort and Marina

Leverick Bay Resort and Marina

3 out of 5
Price was $1,745, price is now $1,588 per person
$1,588
per person
Nov 19 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Spanish Town (VIJ)
Book a stay at this spa hotel in Virgin Gorda. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Leverick Bay Marina and Leverick Bay are located nearby.
-

Reviewed on Sep 11, 2026

Bitter End Yacht Club

Bitter End Yacht Club

3.5 out of 5
Save 100% on your flight
Price was $12,373, price is now $10,063 per person
$10,063
per person
Jan 9 - Jan 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Spanish Town (VIJ)
Book a stay at this beach hotel in Virgin Gorda. Enjoy 2 restaurants, a beach locale, and a marina. Popular attractions Bitter End Gardens and Prickly Pear National Park are located nearby.
Excellent experience and the staff was wonderful. Definitely will return.

Reviewed on Jul 28, 2026

Rosewood Little Dix Bay

Rosewood Little Dix Bay

5 out of 5
Price was $5,755, price is now $5,334 per person
$5,334
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Spanish Town (VIJ)
Book a stay at this luxury hotel in Virgin Gorda. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Little Dix Bay Beach and Virgin Gorda Harbor are located nearby.
Great place, will be back!

Reviewed on Aug 5, 2026

Oil Nut Bay

Oil Nut Bay

4 out of 5
Price was $5,603, price is now $5,214 per person
$5,214
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Spanish Town (VIJ)
Book a stay at this family-friendly resort in Virgin Gorda. Enjoy free WiFi, free parking, and 4 outdoor pools. Popular attractions Oil Nut Bay Beach and Bitter End Gardens are located nearby.
Beautiful resort

Reviewed on May 27, 2026

Bayview Vacation Apartments

Bayview Vacation Apartments

3.5 out of 5
Price was $2,373, price is now $2,276 per person
$2,276
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Spanish Town (VIJ)
Book a stay at this business-friendly apartment in Virgin Gorda. Enjoy free WiFi, free parking, and an airport shuttle (surcharge). Popular attractions Virgin Gorda Harbor and Little Dix Bay Beach are located nearby.
Fabulous location, spacious condo, very clean.

Reviewed on Jun 24, 2026

Little Trunk Bay Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Leverick Bay Resort and Marina

Leverick Bay Resort and Marina

3 out of 5
Price was $1,735, price is now $1,616 per person
$1,616
per person
Jan 9 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Spanish Town (VIJ)
Oil Nut Bay

Oil Nut Bay

4 out of 5
Price was $5,856, price is now $4,842 per person
$4,842
per person
Jan 9 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Spanish Town (VIJ)
Rosewood Little Dix Bay

Rosewood Little Dix Bay

5 out of 5
Price was $6,021, price is now $5,258 per person
$5,258
per person
Jan 9 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Spanish Town (VIJ)
Bayview Vacation Apartments

Bayview Vacation Apartments

3.5 out of 5
Price was $1,895, price is now $1,806 per person
$1,806
per person
Jan 9 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Spanish Town (VIJ)

Little Trunk Bay Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Leverick Bay Resort and Marina

Leverick Bay Resort and Marina

3 out of 5
Price was $1,745, price is now $1,588 per person
$1,588
per person
Nov 19 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Spanish Town (VIJ)
Bitter End Yacht Club

Bitter End Yacht Club

3.5 out of 5
Save 100% on your flight
Price was $12,373, price is now $10,063 per person
$10,063
per person
Jan 9 - Jan 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Spanish Town (VIJ)
Oil Nut Bay

Oil Nut Bay

4 out of 5
Price was $6,352, price is now $5,448 per person
$5,448
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Spanish Town (VIJ)
Rosewood Little Dix Bay

Rosewood Little Dix Bay

5 out of 5
Price was $7,554, price is now $6,852 per person
$6,852
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Spanish Town (VIJ)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

interCaribbean Airways
Tue, Nov 24 - Thu, Dec 3
SJU
Luis Munoz Marin Intl.
EIS
Terrance B. Lettsome Intl.
$328 Roundtrip, found 9 hours ago
$328
Roundtrip
found 9 hours ago
Select interCaribbean Airways flight, departing Tue, Nov 24 from Luis Munoz Marin Intl. to Terrance B. Lettsome Intl., returning Thu, Dec 3, priced at $328 found 9 hours ago
American Airlines
Wed, Mar 10 - Thu, Mar 18
BOS
Logan Intl.
EIS
Terrance B. Lettsome Intl.
$754 Roundtrip, found 3 hours ago
$754
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Wed, Mar 10 from Logan Intl. to Terrance B. Lettsome Intl., returning Thu, Mar 18, priced at $754 found 3 hours ago
American Airlines
Thu, Feb 18 - Mon, Mar 1
MIA
Miami Intl.
EIS
Terrance B. Lettsome Intl.
$776 Roundtrip, found 8 hours ago
$776
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Thu, Feb 18 from Miami Intl. to Terrance B. Lettsome Intl., returning Mon, Mar 1, priced at $776 found 8 hours ago
United
Sat, Jan 30 - Wed, Feb 17
EWR
Newark Liberty Intl. Airport
EIS
Terrance B. Lettsome Intl.
$788 Roundtrip, found 7 hours ago
$788
Roundtrip
found 7 hours ago
Select United flight, departing Sat, Jan 30 from Newark Liberty Intl. Airport to Terrance B. Lettsome Intl., returning Wed, Feb 17, priced at $788 found 7 hours ago