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Little Trunk Bay Vacation Packages

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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 $1,265, price is now $1,192 per person
$1,192
per person
Jan 18 - Jan 22
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
Price was $13,075, price is now $9,625 per person
$9,625
per person
Jan 11 - Jan 18
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 $4,887, price is now $3,839 per person
$3,839
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $45,887, price is now $36,488 per person
$36,488
per person
Dec 21 - Dec 28
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 $1,478, price is now $1,382 per person
$1,382
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip non-stop 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 $1,265, price is now $1,192 per person
$1,192
per person
Jan 18 - Jan 22
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 $4,887, price is now $3,839 per person
$3,839
per person
Dec 11 - Dec 15
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 $5,556, price is now $4,830 per person
$4,830
per person
Jan 18 - Jan 22
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 $1,478, price is now $1,382 per person
$1,382
per person
Jan 18 - Jan 22
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 $2,213, price is now $2,000 per person
$2,000
per person
Jan 23 - Jan 30
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
Price was $13,075, price is now $9,625 per person
$9,625
per person
Jan 11 - Jan 18
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 $45,887, price is now $36,488 per person
$36,488
per person
Dec 21 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Spanish Town (VIJ)
Rosewood Little Dix Bay

Rosewood Little Dix Bay

5 out of 5
Price was $10,404, price is now $8,919 per person
$8,919
per person
Jan 11 - Jan 18
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
Thu, Nov 26 - Wed, Dec 2
SJU
Luis Munoz Marin Intl.
EIS
Terrance B. Lettsome Intl.
$328 Roundtrip, found 17 hours ago
$328
Roundtrip
found 17 hours ago
Select interCaribbean Airways flight, departing Thu, Nov 26 from Luis Munoz Marin Intl. to Terrance B. Lettsome Intl., returning Wed, Dec 2, priced at $328 found 17 hours ago
American Airlines
Mon, Feb 22 - Sat, Feb 27
MCO
Orlando Intl.
EIS
Terrance B. Lettsome Intl.
$743 Roundtrip, found 17 hours ago
$743
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Mon, Feb 22 from Orlando Intl. to Terrance B. Lettsome Intl., returning Sat, Feb 27, priced at $743 found 17 hours ago
American Airlines
Mon, Mar 8 - Tue, Mar 16
BOS
Logan Intl.
EIS
Terrance B. Lettsome Intl.
$789 Roundtrip, found 1 hour ago
$789
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Mon, Mar 8 from Logan Intl. to Terrance B. Lettsome Intl., returning Tue, Mar 16, priced at $789 found 1 hour ago
American Airlines
Thu, Feb 18 - Mon, Mar 1
MIA
Miami Intl.
EIS
Terrance B. Lettsome Intl.
$816 Roundtrip, found 4 hours ago
$816
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Thu, Feb 18 from Miami Intl. to Terrance B. Lettsome Intl., returning Mon, Mar 1, priced at $816 found 4 hours ago