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Cooper Island Vacation Packages

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Cooper Island Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Sugar Mill hotel

Sugar Mill hotel

4 out of 5
Price was $2,180, price is now $1,732 per person
$1,732
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
Stay at this 4-star beach hotel in West End. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Tortola Cruise Ship Port and North Shore Shell Museum are located nearby.
Bitter End Yacht Club

Bitter End Yacht Club

3.5 out of 5
Save 100% on your flight
Price was $5,756, price is now $3,212 per person
$3,212
per person
Dec 4 - Dec 9
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tortola (EIS)
Stay at this 3.5-star 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.
The Aerial, BVI

The Aerial, BVI

4 out of 5
Save 100% on your flight
Price was $4,678, price is now $2,995 per person
$2,995
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
Stay at this 4-star beach resort in East End. Enjoy free WiFi, a full-service spa, and a private beach. Popular attractions Tortola Cruise Ship Port and Buck Island are located nearby.
Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina

5 out of 5
Save 100% on your flight
Price was $3,149, price is now $2,181 per person
$2,181
per person
Dec 9 - Dec 16
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
Stay at this 5-star luxury hotel in Scrub Island. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Marina Cay Beach and Cam Bay Beach are located nearby.
Oil Nut Bay

Oil Nut Bay

4 out of 5
Save 100% on your flight
Price was $5,460, price is now $4,037 per person
$4,037
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
Stay at this 4-star beach 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.
Rosewood Little Dix Bay

Rosewood Little Dix Bay

5 out of 5
Save 100% on your flight
Price was $5,847, price is now $4,645 per person
$4,645
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
Stay at this 5-star 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.
Cane Garden Bay Beach Hotel

Cane Garden Bay Beach Hotel

3.5 out of 5
Price was $2,447, price is now $1,949 per person
$1,949
per person
Dec 9 - Dec 16
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
Stay at this 3.5-star beach hotel in Cane Garden Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Tortola Cruise Ship Port and Cane Garden Bay Beach are located nearby.
M&M Cooper Bay - The Cooper Bay Villas

M&M Cooper Bay - The Cooper Bay Villas

4 out of 5
Save 100% on your flight
Price was $6,139, price is now $4,992 per person
$4,992
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
Stay at this 4-star villa in Road Town. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Tortola Cruise Ship Port and Anegada Island are located nearby.

Cooper Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Nanny Cay Resort and Marina

Nanny Cay Resort and Marina

3 out of 5
Price was $1,931, price is now $1,732 per person
$1,732
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina

5 out of 5
Price was $3,432, price is now $2,543 per person
$2,543
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
Saba Rock Resort

Saba Rock Resort

3.5 out of 5
Price was $4,471, price is now $3,747 per person
$3,747
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
Dream Yacht Charter Private Crewed Yacht

Dream Yacht Charter Private Crewed Yacht

4 out of 5
Price was $8,123, price is now $7,218 per person
$7,218
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)

Cooper Island Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina

5 out of 5
Save 100% on your flight
Price was $3,149, price is now $2,181 per person
$2,181
per person
Dec 9 - Dec 16
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
Bitter End Yacht Club

Bitter End Yacht Club

3.5 out of 5
Save 100% on your flight
Price was $5,756, price is now $3,212 per person
$3,212
per person
Dec 4 - Dec 9
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tortola (EIS)
The Aerial, BVI

The Aerial, BVI

4 out of 5
Save 100% on your flight
Price was $4,678, price is now $2,995 per person
$2,995
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
Oil Nut Bay

Oil Nut Bay

4 out of 5
Save 100% on your flight
Price was $5,460, price is now $4,037 per person
$4,037
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)

Top Flight Deals

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

Caribbean Airlines
Thu, Nov 13 - Wed, Nov 19
SJU
Luis Munoz Marin Intl.
EIS
Terrance B. Lettsome Intl.
$258 Roundtrip, found 4 days ago
$258
Roundtrip
found 4 days ago
Select Caribbean Airlines flight, departing Thu, Nov 13 from Luis Munoz Marin Intl. to Terrance B. Lettsome Intl., returning Wed, Nov 19, priced at $258 found 4 days ago
JetBlue Airways
Tue, Nov 4 - Wed, Nov 12
JFK
John F. Kennedy Intl.
EIS
Terrance B. Lettsome Intl.
$677 Roundtrip, found 3 days ago
$677
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Nov 4 from John F. Kennedy Intl. to Terrance B. Lettsome Intl., returning Wed, Nov 12, priced at $677 found 3 days ago
United
Tue, Nov 4 - Sat, Nov 15
EWR
Newark Liberty Intl. Airport
EIS
Terrance B. Lettsome Intl.
$684 Roundtrip, found 3 days ago
$684
Roundtrip
found 3 days ago
Select United flight, departing Tue, Nov 4 from Newark Liberty Intl. Airport to Terrance B. Lettsome Intl., returning Sat, Nov 15, priced at $684 found 3 days ago
American Airlines
Tue, Dec 30 - Thu, Jan 8
MCO
Orlando Intl.
EIS
Terrance B. Lettsome Intl.
$746 Roundtrip, found 4 days ago
$746
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Dec 30 from Orlando Intl. to Terrance B. Lettsome Intl., returning Thu, Jan 8, priced at $746 found 4 days ago