Caribbean Sailing from Tobago with Grayhound
- Vessel: Grayhound
- Where: Tobago, Caribbean
- Duration: 6 days
- Embark: Castara Bay, Tobago - 13 February 2024, 14:00
- Disembark: Rodney Bay, St Lucia - 18 February 2024, 11:00
Explore the Caribbean islands from Tobago to St Lucia with traditional wooden lugger Grayhound.
Join Grayhound in Castara Bay on the island of Tobago as she sails to Grenada, St Vincent & the Grenadines before finishing on St Lucia. There is an abundance of islands, bays, tropical beaches and wildlife to explore both from the water and onshore.
On this 6 day Caribbean sailing holiday, you need no prior sailing experience and you will “learn the ropes” as we hop from island to island. The best way to explore the islands in the Caribbean is by ship, avoiding the tourist hustle and exploring this tropical paradise under sail.
- Full Crew included
- Hands-on sailing
- Caribbean island hopping
- All-inclusive meals
- OPEN WATER SAILING
- Star gazing
- Sail area & highlights
- Gallery
- Life on board
- Travel planning
- The boat
- FAQs
- What's included
- Boat schedule
Your Sailing Area
Tobago to St lucia, Caribbean
A little slice of Caribbean paradise, Tobago is quintessentially Caribbean with its relaxed island charm. We suggest that you spend some time in Tobago before you board, explore this “off the beaten track” island with its amazing nature, friendly locals and pristine beaches.
Once we set sail it will take us about 12 hours, with the North East Trade Winds, to reach the island of Grenada. The home of nutmeg and tropical rainforests, we’ll spend a day or two on Grenada combining sunshine sailing and shore visits as we sail from anchorage to anchorage.
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Grenada
It is said that St Georges Bay on the island of Grenada is one the most picturesque bays in the Caribbean. Awake at sunrise in crystal clear waters with rolling green hillsides and dashes of bright colour where villages are nestled in the mountain side. The south of the island is home to crater lakes, swimming spots under waterfalls and sweet smelling cocoa and spice plantations. There are plenty of white soft-sand beaches, with palm trees swaying in the breeze and quirky beach bars serving up the very best spiced Caribbean rum!
Grenada is also home to the 14th natural wonder of the world – the underwater sculpture park. Created 20 years ago by a local artists to encourage coral growth and attract new marine life to the area. Grab your snorkel and fins and discover this underwater paradise – you might even be joined by a sea turtle or two.
ST VINCENT AND THE GRENADINES
The Windward Islands in the Caribbean are made up of St Vincent and the Grenadines, a chain of tiny idyllic islands to the north of Grenada, providing a plethora of picturesque anchorages, underwater paradises’, walking trails and authentic Caribbean island charm.
TOBAGO CAYS
Tobago Cays is a true underwater paradise. Peer off the side of the boat into crystal clear waters and you’ll be rewarded with colourful shoals of fish and fascinating coral reefs. You could spend days here kayaking and exploring. There is a turtle sanctuary nearby so swimming alongside turtles and stingrays is almost guaranteed. Run a line off the boat to catch a Red Snapper or two and take it ashore for a beachside BBQ where star-gazing as the night draws in is a real treat for the eyes!
The island of Carriacou belongs to Grenada but lies within the Grenadines island chain. There are so many tiny uninhabited islands surrounding Carriacou with miles of sandy white beaches and coral reefs, you won’t be short of anchorages and places to relax away from the big cruise ships! Sit back with a fresh coconut drink as you enjoy the sun setting while watching pelicans dive bomb the water for their supper.
The volcanic spires that make the island of St Lucia are a spectacular landmark in the Windward Islands and provide a breath-taking end to your Caribbean sailing holiday. Once we drop anchor at our final destination in Rodney Bay in the “Land of the Iguanas” we will make sure that we do a market exploration with our cook and enjoy the local culture as we buy delicious fruit like papaya, passionfruit, bananas and mango.
The villages that dot the coastline of St Lucia are predominantly traditional Caribbean fishing towns, lined with volcanic beaches and some great snorkelling and diving opportunities. The interior of the island is home to dense rainforest with varying levels of hiking trails if you fancy extending your Caribbean holiday.
Grayhound
Guest berths: 12 Rig: Lugger
Grayhound is a three-masted, wooden tall ship Lugger who was first launched in 2012. She is a a 5/6th scale replica of the original “Grayhound” who was built in Cornwall in 1776 and used as a Customs Lugger. Under new ownership, she nows resides primarily in Douarnenez, France but certainly still loves to explore the seven seas.
True to her original ancestors, Grayhound has been traditionally built with her rigging the same as you’d find it back in 1776. Her owners relish the opportunity to give guests a true and exhilarating sailing experience, taking them back in time for a truly fascinating sailing holiday adventure. Sailing with Grayhound is a hands-on experience and guests are invited to get involved with all aspects of sailing this unique 18th century style Lugger.
Below decks…
The traditional fit out and use of timber continues but with considered spaces and a few more mod-cons! A communal saloon area sleeps 5 guests centred around an impressive oak table with a further five berths in the shared fore cabin. Each bunk has a privacy curtain. There is an eco toilet onboard and a shower for emergencies but guest showers are taken ashore as much as possible. Life on board is predominantly vegetarian unless meat and fish is caught sustainably whilst sailing!
Read more about what to expect from Life on board here…
Sustainable Sailing
The owners and crew of Grayhound are passionate about sustainable sailing and their impact on the natural world. By harnessing the power of wind, Grayhound reduces engine time, minimising carbon emissions and pollution. Sailing encourages a slower pace, allowing guests to appreciate the journey and the destinations without rushing. Grayhound believes in a promoting a deeper connection with nature, as the rhythmic movement of the boat and the sound of the wind create a sense of serenity with the landscapes around us.
Deck plan

LIFE ON BOARD
One of traditional hands-on sailing and sustainable adventure travel. Sailing with Cornish Lugger Grayhound is perfect for those looking to get to grips with sailing a traditionally rigged, classic wooden vessel.
SUSTAINABLE SAILING
Grayhound is run and sailed as sustainably as possible, with a care for the environment and the natural marine world at the forefront of everything she does. From an adopted vegetarian menu (unless of course, it can be sustainably fished or hunted), to traditional tender gigs rowed by the crew, it’s clear to see that sustainable travel and adventure is an important part of sailing with Grayhound.
Sailed with a full time crew, Grayhound mixes her sailing season with sheltered coastal sailing, open water sailing and some aptly named “smugglers runs”. Although she has a permanent crew, guests are encouraged to get involved to hoist the sails by hand and to feel the power of the wind in the tiller. Learn basic rope and knot work or even learn to row in the gig tenders – another nod to the ship’s ancestral history!
SLEEPING AND RELAXATION
A pilot house at deck level gives a versatile space from chart navigation, daytime shelter if needed and the perfect place for a cosy night watch.
Below decks there is a collection of various berths tucked into the hull, with four bunks situated off the main saloon and a further six berth bunks in the fore. The spaces are generous and there are two toilets on board for guests. There is a shower for emergencies but guests are encouraged to use marina showers or even consider jumping in the sea – an invigorating, free bath!
There is a communal eating area with a wide hatch so guests can star-gaze while eating deliciously cooked food. In warmer climates, guests and crew can eat alfresco up on the generous deck.
EAT
The galley is at the heart of both Grayhound itself and her owners.
Designed to be an efficient and inspiring workspace for the chef making meals a highlight of the voyage. Grayhound has a great tradition of using fresh produce and of foraging, producing wholesome meals inspired by local cuisine and maritime traditions. She serves only healthy, organic, vegetarian food. For many good reasons the meals on the ship are mostly vegetarian (unless it is caught by line from the boat!). Everything is cooked onboard by our excellent chef using regional and organic produce wherever possible.
What’s included
- All inclusive (breakfast, lunch, dinner, snacks and soft/hot drinks)
- All bedding (pillow, sheets & duvet) and a wash towel
- Full crew plus tuition
- Marina and fuel fees
- All tender trips to and fro the boat
- Lifejacket
- Waterproofs
What’s not included
- Alcohol
- Wash and/or swim towel
- Any flights
- Transit hotels
- Travel to and from the boat on the day of joining/leaving
- Travel insurance
- Sailing Insurance (Please read our Sailing Insurance page for more information)
- Crew tips
- Personal expenses
Travel insurance notes
As this is an active adventure holiday, we advise that everyone has the appropriate personal accident travel insurance whilst onboard in addition to standard travel insurance which would cover you in the time between making your booking and departing for your adventure. These policies can sometimes be combined so please check with your travel insurance provider.
Please read more information on our Insurance guidelines page.
This voyage will be more than 12miles offshore.
Need help with flights?
If you require some expert help with sourcing the right flights to meet the boat, please get in touch with Jenny at the Flight Centre via this form, she will be able to send you a quote within24 hours.
FAQ
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Are all meals included?
Yes, all meals on board are included in the price. (Breakfast, Lunch, Dinner and hot drinks) Alcohol is not included.
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Can you cater for dietary needs?
We are primarily a vegetarian (not vegan) ship. Everything is cooked onboard by our excellent chef using regional and organic produce wherever possible. We have a well-equipped galley where we cook healthy, tasty and sustainable food.
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What language is spoken onboard?
English
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What are the sleeping arrangements?
10x single berths in the saloon and the fore cabin. (some can be made into "doubles")
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Do I need to tip the crew?
Tips are not mandatory but are welcomed by the crew!
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How many toilet/showers does she have?
2 toilets. There is a shower on board but we use it as little as possible because we have a limited water supply. We tend to use the showers ashore in the marinas that we visit. There is plenty of seawater for bucket-showers on deck or for a nice morning swim around the ship. Bring biodegradable wet wipes to keep clean. You will be amazed on how fresh you feel at sea!
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Is there WIFI?
No, but you should easily be able to reach 3G/4G from the shore.
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Can I charge my phone/Camera?
Yes
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Are there life jackets provided?
Yes
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Are Waterproofs provided?
Yes
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Do I need sailing experience?
No, absolutely not! Just a lust for adventure.
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Will I be sea sick?
Everyone reacts differently but we recommend if you are at all worried to take some medication 24 hours before departure.
Gallery
imageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageTravel Planning
From: Castara Bay, Tobago
To: Rodney Bay, St Lucia
To see where the ports are, along with your likely sailing area, please view the sail area & highlights.
Getting There
Tobago
The easiest way to fly to Tobago is via St Lucia from London Gatwick (see below) and get an internal connection flight to the island. Try Rome to Rio for route planning.
St Lucia
BY AIR:
Flights go from St Lucia Vigie from Manchester, London Heathrow, Edinburgh, Glasgow International, Belfast City and Belfast International.
You can also fly to/from St Lucia Hewanorra Airport. Flights go direct to St Lucia Hewanorra from London Gatwick with British Airways and Finnair.
Use Rome to Rio to help plan your route.