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Tobago Villa Rentals & Tobago Accommodation

Think of Tobago as the original Caribbean; a lush, tropical sun kissed island free from mass tourism, relatively undeveloped and best of all still affordable! Hidden here and there on the coast, on the edge of the rainforest or nestled on the golf course one may find spectacular villas, small boutique hotels and the odd special guesthouse. We know where they all are!

Tobago is different and surprisingly unknown. Here there really are deserted beaches bordered by tropical rainforest teaming with birdlife but Tobago is not just about sun, sea and sand. Tobago has the oldest National Park in the Western Hemisphere and as such its rainforest has been protected since 1776. This offers amazing opportunities for birdwatching, biking and hiking.

Indeed in the rainforest we have hiked up rivers, cooled off in the freshwater pools, been showered by the spectacular waterfalls, and seen 43 species during one morning of birdwatching with the famous Newton. On the edge of the forest we have explored the ruins of the old sugar mills and the old machinery from plantation times, visited the cocoa farm to taste and see how it is done and seen the ruins of an old great house. On the coast we have swum and snorkelled in the clear warm sea, dived on wrecks and in coral gardens, sailed, surfed (yes surfed!) heard tales of deep sea fishing with Kester from our friends, watched the kite surfers at Lambeau, visited Buccoo reef in a glass bottomed boat, swum in the Nylon Pool and eaten lobster on the beach. Not to mention sundowners in Bagos on the beach or in the sophisticated Stonehaven Villas! Yet there is more……….we have practised yoga, seen the goats on the racetrack, watched the horses being ridden on the beach and in the sea. We have played golf on the two championship courses and we have even been nightclubbing!

Call me for more. I love Tobago and am more than happy to share my knowledge with you! Please consider booking your Tobago holiday with Fleewinter because:

1. Everything you book with us is bonded so you have full financial protection.
2. You will get personal unbiased advice from a genuine expert who knows the island and properties well and this advice is free!

E-mail us with your requirements for a Tobago holiday and we'll find the perfect Tobago Villa, Apartment or a Boutique Hotel for your stay.

The island of Tobago is 26 miles long and 6 miles wide. The roads mean that it takes about 1.5 hours to drive the length of the island. The East coast is the breezier and rougher Atlantic Ocean side and the West coast is the Caribbean Sea side. The south of the island near the airport is busier and more built up than the more remote north of the island which is dominated by the protected tropical rainforest. The locals call the South “the town” and the north “the country”.

We can arrange 2 centre holidays so that you can experience the different feel of the north and south but if you prefer to have one travel base, this doesn’t mean you won’t be able to discover what the island has to offer. The size of the island means that day trips everywhere are perfectly feasible.

On Tobago you can relax and enjoy the sun but you can also:

On the water: Swim, snorkel, glass bottom boat, visit the nylon pool, dive, kayak, hobie cat sail, paddle board, waterski, wake board, body board, surf, kitesurf, windsurf, jet ski, enjoy a day/evening on Island girl the sailing catamaran, enjoy a day trip on the fast motor launch, deep sea fishing, jet ski.

In the rainforest: (protected or surrounding) Hike, birdwatching trips, swim in freshwater pools with waterfalls, mountain biking, off road jeep safaris, rainforest tours, discover old plantation machinery hidden in the tropical undergrowth, visit the cocoa farm and learn how chocolate is made and taste it!

Other: Horseriding on the beach, swim with the horses in the sea, ride through old plantations, visit the Scarborough museum and learn the islands history from native Caribs, through colonisation and slavery, visit the old colonial military forts, play golf on the two championship courses, play tennis, practice yoga, watch the goat racing at Easter, play carnival in February, relax with a massage/beauty treatment, drink sundowners, eat lobster on the beach or roti anywhere!
Tobago’s climate is tropical and the sun shines all year. Temperatures range from the mid seventies to the mid-eighties (25 to 30 Celsius). During the hottest time of the year, from June to August, temperatures can rich the mid-nineties (32 Celsius). Things are kept pretty cool, however, by the constant trade winds. The water temperature is a few degrees lower.

Tobago has two seasons : the Dry Season between December and May, and the Wet Season between June and November. Tobago is outside the hurricane belt.

The early months of the year are dry and sunny. Although rain falls at its heaviest during the Rainy Season, it is quite possible to get it at any other time. It usually falls at night, and particularly around dawn. As a result the island is particularly lush and green.

Carnival - 3-4 March 2014, 16-17 February 2015
Goat racing - Easter weekend
Jazz Festival - End of April
Tobago Heritage Festival - Mid July to early August

Holiday Seasons are generally:
Peak Dec 16 – Jan 6
High Jan 7 – Apr 30
Low May 1 – Dec 15
Tobago is not a mass tourist destination and this is reflected in the number of flights to the island.

British Airways fly from London to Tobago once a week. They do touch down on another Caribbean island en route for just under an hour. Tobago passengers remain on the plane.
Virgin Atlantic fly from London to Tobago direct once a week.
Monarch fly from London to Tobago once a week direct.

Another option is to fly to Trinidad and then to catch a local Caribbean Airlines fight over to Tobago. They fly every hour or so and take approx. 20 minutes.

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  Tobago Favourites
TBW001 - Blue Waters Inn - Recently refurbished, now with a new swimming pool set close to the beach and spacious sun deck for realaxing and enjoying the scenic views over the ocean. Blue Waters Inn is a little gem of a hotel tucked away at Batteaux Bay on Speyside on the north of Tobago..
TSH002 - Sandpebbles Villa - Located at Stonehaven Bay on the Caribbean coast of Tobago, Yellowbird 3 bed villa stands on raised ground with views out to sea and is just yards from the beach.
TVS010 - Stonehaven Villas - Magnificent four bedroom luxury villas located in Stone Haven on a hillside, with magnificent views of the Caribbean Sea and just a few minutes down to the beach.
TKA001 - Kariwak Village - On the tiny Caribbean island called Tobago, there exists a legend - the charming, award winning, holistic haven and restaurant known simply as Kariwak Village.




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