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Guana Island Vacation Packages

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Guana Island Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Coconut Breeze Villas

Coconut Breeze Villas

2.5 out of 5
Price was $1,526, price is now $1,208 per person
$1,208
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
Stay at this aparthotel in Cane Garden Bay. Enjoy free WiFi, free parking, and 5 beach bars. Popular attractions Tortola Cruise Ship Port and Cane Garden Bay Beach are located nearby.
Rosewood Little Dix Bay

Rosewood Little Dix Bay

5 out of 5
Save 100% on your flight
Price was $16,741, price is now $9,723 per person
$9,723
per person
Nov 15 - Nov 22
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.
Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina

5 out of 5
Save 100% on your flight
Price was $2,950, price is now $1,912 per person
$1,912
per person
Nov 15 - Nov 22
found 1 day 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.
The Aerial, BVI

The Aerial, BVI

4 out of 5
Save 100% on your flight
Price was $6,879, price is now $4,805 per person
$4,805
per person
Nov 15 - Nov 22
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.
Cane Garden Bay Beach Hotel

Cane Garden Bay Beach Hotel

3.5 out of 5
Price was $2,321, price is now $1,771 per person
$1,771
per person
Nov 15 - Nov 22
found 1 day 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.
Sugar Mill hotel

Sugar Mill hotel

4 out of 5
Price was $2,253, price is now $1,779 per person
$1,779
per person
Nov 15 - Nov 22
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 Little Carrot Bay 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 $7,453, price is now $6,093 per person
$6,093
per person
Nov 15 - Nov 22
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.
Saba Rock Resort

Saba Rock Resort

3.5 out of 5
Price was $4,928, price is now $4,084 per person
$4,084
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
Stay at this 3.5-star resort in Saba Rock. Enjoy free WiFi, 2 restaurants, and a marina. Popular attractions Bitter End Gardens and Prickly Pear National Park are located nearby.

Guana Island Vacation Packages 3-4 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
Price was $2,306, price is now $1,699 per person
$1,699
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Tortola (EIS)
Bitter End Yacht Club

Bitter End Yacht Club

3.5 out of 5
Save 100% on your flight
Price was $3,046, price is now $1,805 per person
$1,805
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Tortola (EIS)
Rosewood Little Dix Bay

Rosewood Little Dix Bay

5 out of 5
Save 100% on your flight
Price was $4,172, price is now $2,802 per person
$2,802
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Tortola (EIS)
The Aerial, BVI

The Aerial, BVI

4 out of 5
Save 100% on your flight
Price was $3,899, price is now $2,914 per person
$2,914
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Tortola (EIS)

Guana Island Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Cane Garden Bay Beach Hotel

Cane Garden Bay Beach Hotel

3.5 out of 5
Price was $2,321, price is now $1,771 per person
$1,771
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
Rosewood Little Dix Bay

Rosewood Little Dix Bay

5 out of 5
Save 100% on your flight
Price was $16,741, price is now $9,723 per person
$9,723
per person
Nov 15 - Nov 22
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
Save 100% on your flight
Price was $2,950, price is now $1,912 per person
$1,912
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
The Aerial, BVI

The Aerial, BVI

4 out of 5
Save 100% on your flight
Price was $6,879, price is now $4,805 per person
$4,805
per person
Nov 15 - Nov 22
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
Fri, Oct 24 - Sat, Oct 25
SJU
Luis Munoz Marin Intl.
EIS
Terrance B. Lettsome Intl.
$248 Roundtrip, found 2 hours ago
$248
Roundtrip
found 2 hours ago
Select Caribbean Airlines flight, departing Fri, Oct 24 from Luis Munoz Marin Intl. to Terrance B. Lettsome Intl., returning Sat, Oct 25, priced at $248 found 2 hours ago
United
Tue, Nov 4 - Thu, Nov 13
EWR
Newark Liberty Intl. Airport
EIS
Terrance B. Lettsome Intl.
$655 Roundtrip, found 4 hours ago
$655
Roundtrip
found 4 hours ago
Select United flight, departing Tue, Nov 4 from Newark Liberty Intl. Airport to Terrance B. Lettsome Intl., returning Thu, Nov 13, priced at $655 found 4 hours ago
JetBlue Airways
Tue, Nov 4 - Fri, Nov 14
JFK
John F. Kennedy Intl.
EIS
Terrance B. Lettsome Intl.
$711 Roundtrip, found 5 hours ago
$711
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Tue, Nov 4 from John F. Kennedy Intl. to Terrance B. Lettsome Intl., returning Fri, Nov 14, priced at $711 found 5 hours ago
American Airlines
Mon, Nov 3 - Thu, Nov 13
MIA
Miami Intl.
EIS
Terrance B. Lettsome Intl.
$802 Roundtrip, found 1 day ago
$802
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Nov 3 from Miami Intl. to Terrance B. Lettsome Intl., returning Thu, Nov 13, priced at $802 found 1 day ago