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Tobago Windsurf Kite SUP Sail - Tobago, Caribbean

from 899pp SAVE 100

TOBAGO Caribbean windsurf and kitesurf holiday for great prices and one of our favourite and most popular Caribbean windsurf and kitesurf holiday destinations. 


Shepherds Inn

3 stars

Tobago, Caribbean

Shepherds Inn

Shepherds Inn is a privately owned, rustic boutique lodge in Crowne Point Tobago. Just 5 minutes drive from the windsurfing and kitesurfing centre at Pidgeon Point. Enjoy the relaxed atmosphere with the private pool, cabana accommodation and all day bar and restaurant. View Now >

7 nights BB  from £899pp SAVE £100 
INCLUDING return flights and transfers

Depart 14/15 May 2019 from £899pp
Depart 12 November 2019 from £899pp

Book 2 weeks pay for 1 week rental.*
*Travel dates  15 April - 15 June 2019.

Price includes return flights from Manchester (other airports available at possible supplement), twin share standard accommodation and transfers. Subject to availability. Peak Half Term / Easter dates excluded. 

*Conditions apply for rental special offers - only bookable in conjunction with hotel package. To rent kitesurf equipment you must be at least IKO Level 3 standard. 



Tobago Windsurf Centre

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Tobago Windsurf Centre

The windsurf centre in Tobago is based on the beautiful beach at Pigeon Point and is equipped with new Fanatic, Starboard and Mistral boards. Instruction is available from taster and beginner courses, intermediate and advanced lessons. This is a small centre offering a personal service and the latest rental equipment set on an idyllic beach.

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Tobago Kitesurf Centre

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Tobago Kitesurf Centre

The Kitesurf Centre in Tobago is based in the National Heritage park of Pidgeon Point. A full kitesurfing intruction programme is 


Enquire about TobagoView it on Google Maps


More information about
Tobago here

More information about Shepherds Inn in Tobago, Caribbean

Shepherds Inn (formerly the Toucan Inn & Bonkers Bar) is a just 5 minute drive from the windsurfing and kitesurfing centre at Pidgeon Point. Enjoy the relaxed atmosphere with the private pool, cabana accommodation a short walk from the public beach.

5 minutes from the airport, beach and a few shops, bars and restaurants. A privately owned, small lodge, located in the lively Crown Point area. Scarborough, the island capital, is less than a 30 minute taxi with duty free downtown shopping area and local markets. The picturesque local beach at Store bay is just a short 5 minute walk away. There are ATM machines nearby.

A small, privately owned and managed hotel with 20 teakwood, Caribbean style rooms. Each room has its own private en suite bathroom with hair-dryer, flat screen TV with cable, DD telephone, air-conditioning and in room safe. Garden 'Pasture' Rooms are away from the pool, set around the perimeter of the garden, slightly larger and have either double or twin beds. A cot or small bed suitable for a young child up to 12 years of age can be provided on request, in advance, in some rooms. Pool 'Pond' Rooms are located in four charming, octagonal, split unit cabanas set around the perimeter of the pool and nearer to the restaurant. Each cabana has two pond rooms, with separate entrances and one double bed. All enjoy access to the private garden area with tropical planting. 

The hotel has a restaurant with feature bar area, including courtesy breakfast. The team at Shepherds Inn pride itself on its friendly service, comfortable atmosphere with live entertainment during peak times. Children 0-12 years of age stay for free and Children 0-5 years of age eat for free. Free WiFi is available.

The windsurf and kitesurf centre is at Pigeon Point which is 5 to 10 minutes by car. Transfers or bicycle hire are available along with hobie cat sailing, kayaking and SUP. More >

Our Opinion
A small friendly and unique property, ideal for groups conveniently situated near the lively Store bay and beach area.

Fact File

Sailing Conditions

Winter On Shore Winter Off Shore Summer On Shore Summer Off Shore






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Great Reasons to go to Tobago, Caribbean

Best Time: December - June.
Launch: Sandy beach with a few coral heads inshore. Surf boots recommended.
Wind Direction: Cross shore
from right.
Wind Type: Tradewind and local thermals.
Shorebreak: None.
Water Conditions: Flatwater.
Suitability: All levels.
Windsurf Clinics:  Peter Hart  January and Jem Hall February More >
  • Windsurf, Kitesurf, Surf, SUP, Hobie Cat Sailing, Kayak, Yoga, Scuba Diving, Snorkelling.
  • Beautiful laid back island great for families, couples, friends and singles.
  • Huge flat water lagoon.
  • Breaking swells off
    Bucco Reef.
  • Perfect for beginners, improvers, intermediates.
  • Most popular board size
    105 - 130 L.
  • Most popular sail size
    5.7 - 6.7.

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The Sportif Experience

With over 30 years experience Sportif has become the UK's leading specialist windsurfing, kitesurfing, surfing and dive holiday company. As a fully bonded ATOL license holder you can be reassured that all elements of your holiday are fully secured and your money safe. Sportif are the original windsurfing and kitesurfing tour operator, established in 1982 and now offering over 50 of the best destinations around the world to enjoy your chosen sport.



Sportif holidays are ATOL protected for your financial security

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