Search Deals on
Guana Island Vacation Packages

Build your package with 2 more options

Guana Island Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Coconut Tree Villa

Coconut Tree Villa

3.5 out of 5
Price was $1,725, price is now $1,460 per person
$1,460
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Stay at this hotel in East End. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Tortola Cruise Ship Port and Little Bay are located nearby.
Bitter End Yacht Club

Bitter End Yacht Club

3.5 out of 5
Save 100% on your flight
Price was $5,206, price is now $3,574 per person
$3,574
per person
Mar 2 - Mar 6
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
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.
Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina

5 out of 5
Save 100% on your flight
Price was $2,836, price is now $1,971 per person
$1,971
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Book a stay at this 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.
Peter Island Resort

Peter Island Resort

4.5 out of 5
Save 100% on your flight
Price was $5,180, price is now $4,045 per person
$4,045
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Book a stay at this luxury resort in Sprat Bay. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Tortola Cruise Ship Port and Deadman's Bay Beach are located nearby.
Cane Garden Bay Beach Hotel

Cane Garden Bay Beach Hotel

3.5 out of 5
Price was $2,605, price is now $2,092 per person
$2,092
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Book a stay at this beach hotel in Cane Garden Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Tortola Cruise Ship Port and Cane Garden Bay Beach are located nearby.
Saba Rock Resort

Saba Rock Resort

3.5 out of 5
Price was $2,366, price is now $1,935 per person
$1,935
per person
Mar 2 - Mar 6
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
Stay at this 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.
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 $6,597, price is now $5,499 per person
$5,499
per person
Mar 24 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Stay at this 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.
Sugar Mill hotel

Sugar Mill hotel

4 out of 5
Price was $1,992, price is now $1,673 per person
$1,673
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Book a stay at this 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.

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
Save 100% on your flight
Price was $2,836, price is now $1,971 per person
$1,971
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop 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 $5,206, price is now $3,574 per person
$3,574
per person
Mar 2 - Mar 6
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
Peter Island Resort

Peter Island Resort

4.5 out of 5
Save 100% on your flight
Price was $5,180, price is now $4,045 per person
$4,045
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Cane Garden Bay Beach Hotel

Cane Garden Bay Beach Hotel

3.5 out of 5
Price was $2,605, price is now $2,092 per person
$2,092
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)

Guana 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 $2,932, price is now $1,923 per person
$1,923
per person
Mar 24 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Cane Garden Bay Beach Hotel

Cane Garden Bay Beach Hotel

3.5 out of 5
Save 100% on your flight
Price was $3,702, price is now $2,676 per person
$2,676
per person
Mar 24 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Peter Island Resort

Peter Island Resort

4.5 out of 5
Save 100% on your flight
Price was $6,193, price is now $4,672 per person
$4,672
per person
Mar 24 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Bitter End Yacht Club

Bitter End Yacht Club

3.5 out of 5
Price was $8,809, price is now $6,897 per person
$6,897
per person
Mar 7 - Mar 14
found 17 hours ago
Roundtrip non-stop 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.

interCaribbean Airways
Fri, Feb 20 - Wed, Feb 25
SJU
Luis Munoz Marin Intl.
EIS
Terrance B. Lettsome Intl.
$303 Roundtrip, found 15 hours ago
$303
Roundtrip
found 15 hours ago
Select interCaribbean Airways flight, departing Fri, Feb 20 from Luis Munoz Marin Intl. to Terrance B. Lettsome Intl., returning Wed, Feb 25, priced at $303 found 15 hours ago
United
Tue, Mar 10 - Tue, Mar 17
BOS
Logan Intl.
EIS
Terrance B. Lettsome Intl.
$676 Roundtrip, found 14 hours ago
$676
Roundtrip
found 14 hours ago
Select United flight, departing Tue, Mar 10 from Logan Intl. to Terrance B. Lettsome Intl., returning Tue, Mar 17, priced at $676 found 14 hours ago
United
Tue, Jul 7 - Wed, Jul 15
EWR
Newark Liberty Intl. Airport
EIS
Terrance B. Lettsome Intl.
$723 Roundtrip, found 1 day ago
$723
Roundtrip
found 1 day ago
Select United flight, departing Tue, Jul 7 from Newark Liberty Intl. Airport to Terrance B. Lettsome Intl., returning Wed, Jul 15, priced at $723 found 1 day ago
American Airlines
Mon, Feb 16 - Wed, Feb 25
YUL
Pierre Elliott Trudeau Intl.
EIS
Terrance B. Lettsome Intl.
$770 Roundtrip, found 4 days ago
$770
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, Feb 16 from Pierre Elliott Trudeau Intl. to Terrance B. Lettsome Intl., returning Wed, Feb 25, priced at $770 found 4 days ago