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Diamond Vacation Packages

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Diamond Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Tropikist Beach Hotel & Resort

Tropikist Beach Hotel & Resort

3 out of 5
Save 100% on your flight
Price was $338, price is now $235 per person
$235
per person
Nov 4 - Nov 7
found 6 hours ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
Stay at this 3-star beach resort in Crown Point. Enjoy free breakfast, free parking, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions Pigeon Point Beach and Fort Millford are located nearby.
Villa Being - Tobago Luxury B&B

Villa Being - Tobago Luxury B&B

4 out of 5
Save 100% on your flight
Price was $1,565, price is now $824 per person
$824
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)
Stay at this 4-star beach villa in Plymouth. Enjoy free parking, 2 outdoor pools, and onsite spa services. Popular attractions Adventure Farm and Nature Reserve and Fort Bennett are located nearby.
Plantation Beach Villas

Plantation Beach Villas

3.5 out of 5
Save 100% on your flight
Price was $2,475, price is now $1,631 per person
$1,631
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)
Stay at this 3.5-star beach villa in Black Rock. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Pigeon Point Beach and Grafton Caledonia Wildlife Sanctuary are located nearby.
Bacolet Beach Club

Bacolet Beach Club

4 out of 5
Price was $1,387, price is now $941 per person
$941
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)
Stay at this 4-star beach hotel in Scarborough. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Fort King George and Tobago Museum are located nearby.
Starfish Tobago Resort

Starfish Tobago Resort

3 out of 5
Price was $1,576, price is now $1,085 per person
$1,085
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)
Stay at this 3-star beach hotel in Plymouth. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Pigeon Point Beach and Turtle Beach are located nearby.
Half Moon Blue

Half Moon Blue

3 out of 5
Price was $1,363, price is now $975 per person
$975
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)
Stay at this 3-star beach hotel in Scarborough. Enjoy a full-service spa, 2 restaurants, and a private beach. Popular attractions Fort King George and Tobago Museum are located nearby.
Faith's Villa of Tobago

Faith's Villa of Tobago

3 out of 5
Save 100% on your flight
Price was $454, price is now $329 per person
$329
per person
Nov 19 - Nov 24
found 8 hours ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
Stay at this 3-star vacation home in Scarborough. Enjoy free WiFi, free parking, and an airport shuttle (surcharge). Popular attractions Pigeon Point Beach and Shaw Park Cultural Complex are located nearby.
Coco Reef Resort and Spa

Coco Reef Resort and Spa

4 out of 5
Price was $1,899, price is now $1,390 per person
$1,390
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Tobago (TAB)
Book a stay at this beach hotel in Crown Point. Enjoy free parking, 2 restaurants, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Pigeon Point Beach and Swallows Beach are located nearby.

Diamond Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Native Abode

Native Abode

3 out of 5
Save 100% on your flight
Price was $425, price is now $268 per person
$268
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
Starfish Tobago Resort

Starfish Tobago Resort

3 out of 5
Save 100% on your flight
Price was $867, price is now $504 per person
$504
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
Bacolet Beach Club

Bacolet Beach Club

4 out of 5
Save 100% on your flight
Price was $608, price is now $375 per person
$375
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
Half Moon Blue

Half Moon Blue

3 out of 5
Save 100% on your flight
Price was $568, price is now $353 per person
$353
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)

Diamond Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Native Abode

Native Abode

3 out of 5
Save 100% on your flight
Price was $511, price is now $310 per person
$310
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
Villa Being - Tobago Luxury B&B

Villa Being - Tobago Luxury B&B

4 out of 5
Price was $828, price is now $349 per person
$349
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
Starfish Tobago Resort

Starfish Tobago Resort

3 out of 5
Save 100% on your flight
Price was $828, price is now $479 per person
$479
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
Half Moon Blue

Half Moon Blue

3 out of 5
Save 100% on your flight
Price was $566, price is now $348 per person
$348
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)

Top Flight Deals

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

Caribbean Airlines
Sat, Oct 4 - Sat, Oct 4
POS
Piarco Intl.
TAB
A.N.R. Robinson Intl.
$80 Roundtrip, found 1 day ago
$80
Roundtrip
found 1 day ago
Select Caribbean Airlines flight, departing Sat, Oct 4 from Piarco Intl. to A.N.R. Robinson Intl., returning Sat, Oct 4, priced at $80 found 1 day ago
Caribbean Airlines
Tue, Oct 14 - Thu, Oct 23
JFK
John F. Kennedy Intl.
TAB
A.N.R. Robinson Intl.
$409 Roundtrip, found 6 days ago
$409
Roundtrip
found 6 days ago
Select Caribbean Airlines flight, departing Tue, Oct 14 from John F. Kennedy Intl. to A.N.R. Robinson Intl., returning Thu, Oct 23, priced at $409 found 6 days ago
Air Canada
Wed, Apr 22 - Wed, Apr 29
IAD
Washington Dulles Intl.
TAB
A.N.R. Robinson Intl.
$4,624 Roundtrip, found 3 days ago
$4,624
Roundtrip
found 3 days ago
Select Air Canada flight, departing Wed, Apr 22 from Washington Dulles Intl. to A.N.R. Robinson Intl., returning Wed, Apr 29, priced at $4,624 found 3 days ago
United
Wed, Apr 22 - Wed, Apr 29
DCA
Ronald Reagan Washington National
TAB
A.N.R. Robinson Intl.
$5,251 Roundtrip, found 3 days ago
$5,251
Roundtrip
found 3 days ago
Select United flight, departing Wed, Apr 22 from Ronald Reagan Washington National to A.N.R. Robinson Intl., returning Wed, Apr 29, priced at $5,251 found 3 days ago