Tobago to Martinique Sailing Voyage – Caribbean Mile Builder
This Tobago to Martinique sailing voyage combines the beauty of the southern Windward Islands with the satisfaction of a true one-way Caribbean passage. Starting in Tobago, we sail north through Grenada, the Tobago Cays, Bequia and St Lucia before finishing in Martinique. Along the way, you will discover quiet bays, iconic island landscapes, turquoise anchorages and a rewarding amount of real sailing between destinations. This route is ideal for guests who want more than short island hops and would like to combine authentic Caribbean island-hopping with a meaningful mile-building voyage aboard Aurelia Blue.
Voyage Dates & Prices
📅 17 Nov – 1 Dec 2026 — €1890 pp
⛵ 15 Days
📍 Route Tobago → Martinique
🌊 Approx. 300–350 nautical miles
✈ Easy arrival via Tobago, seasonal direct Condor flights from Frankfurt may be available
👥 Small groups aboard a 54 ft owner-operated yacht
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What to Expect
This Tobago to Martinique sailing voyage is designed for guests who want to experience the Caribbean not just from one island to the next, but as a true route unfolding under sail. Instead of returning to the same starting point, this one-way voyage gradually carries you north through some of the most beautiful and varied islands of the southern Caribbean.
The journey begins in Tobago and leads to the sheltered bays of southern Grenada, including the relaxed atmosphere around Hog Island and Woburn Bay. From there, we continue into the Grenadines with stops around the Tobago Cays and Bequia before sailing on toward the dramatic Pitons of St Lucia and finally Martinique.
Compared with our shorter island-hopping routes, this voyage includes longer sailing legs and a more classic passage character. It is ideal for guests who enjoy real time under sail, beautiful anchorages and the feeling of travelling through the Caribbean rather than simply spending a week in one cruising area.
Voyage Highlights
This one-way Caribbean sailing voyage combines some of the most rewarding highlights of the southern Windward Islands with the extra satisfaction of a route that truly takes you somewhere.
You start in Tobago, one of the Caribbean’s most relaxed and green islands, before sailing north to Grenada’s protected southern bays around Hog Island and Woburn. From there, the route continues into the Grenadines with their turquoise anchorages, reef-fringed islands and laid-back sailing atmosphere.
The Tobago Cays bring exactly the kind of Caribbean scenery many guests dream about: clear water, white sand, turtles and unspoiled anchorages. Bequia adds island charm and a lively little harbour atmosphere, while St Lucia delivers one of the region’s most dramatic coastlines beneath the Pitons. The voyage ends in Martinique, where French-Caribbean island life, good food and easy onward travel create a fitting final stop.
Why This Voyage Is Special
What makes this Tobago to Martinique sailing voyage special is the combination of two different qualities that do not always come together: genuine Caribbean island-hopping and a meaningful amount of real sailing distance.
You are not simply sailing out and back within one cruising ground. Instead, the route gradually connects Tobago, Grenada, the Grenadines, St Lucia and Martinique into one continuous journey. Each island feels different, and the changing scenery, distances and atmosphere create a much stronger sense of travelling through the Caribbean as a sailor rather than just staying in one place.
At the same time, Aurelia Blue remains a boutique sailing experience. You travel in a small group aboard a spacious owner-operated yacht, with personal hospitality, good food, quiet anchorages and plenty of room to enjoy the islands at a relaxed pace.
Route Overview
The voyage starts in Tobago and heads north through the southern Windward Islands toward Martinique. Weather, sea conditions and the wishes of the group always play a role in the exact rhythm of the route, but the overall journey follows a clear one-way line through some of the Caribbean’s most rewarding sailing grounds.
After departure from Tobago, we make our way toward Grenada and usually spend time in the protected southern part of the island around Hog Island and Woburn Bay. This is a beautiful area to settle into the rhythm of life on board, enjoy calm anchorages and ease into the voyage before continuing north.
From Grenada, the route leads into the Grenadines and toward the Tobago Cays, one of the best-known highlights of the entire eastern Caribbean. Depending on weather and timing, we may also include nearby stops that fit naturally into the route. Bequia usually follows as one of the most charming islands on the journey, with its relaxed harbour town atmosphere and classic Caribbean sailing feel.
Further north, St Lucia brings a change of scenery again, with its steep volcanic coastline and the famous Pitons. From there, the final leg takes us onward to Martinique, where the voyage ends after two weeks of island-hopping, longer sailing legs and a true one-way Caribbean passage.
Tobago – Easy Start to the Voyage
Tobago is the relaxed starting point of this voyage: green hills, calm bays and an easy Caribbean rhythm before the route turns north toward Grenada and the Grenadines.
Grenada – Hog Island & Woburn Bay
Grenada’s southern bays around Hog Island and Woburn Bay offer a gentle and beautiful start to the island-hopping part of the voyage, with protected anchorages and laid-back Caribbean atmosphere.
Tobago Cays – The Jewel of the Grenadines
Swim with sea turtles, snorkel above vibrant coral reefs and enjoy one of the most iconic anchorages in the Caribbean.
St Lucia – Home of the Pitons
St Lucia – Home of the Pitons
Life on Board Aurelia Blue
Life on board Aurelia Blue is about much more than simply moving from island to island. It is about waking up in beautiful anchorages, spending your days under sail or in the water, and ending the evening with a good meal and a cold drink as the sun goes down over the Caribbean.
Aurelia Blue is a privately owned Hanse 540e with generous deck space, comfortable guest cabins and the atmosphere of a small floating boutique hotel rather than a crowded charter boat. Because we sail with only a small number of guests, there is plenty of space to enjoy both the social side of life on board and the quieter moments that make a longer voyage so special.
Some guests like to take part in sailing, steering and manoeuvres whenever possible, especially on a route like this one. Others simply enjoy the islands, the food, the anchorages and the rhythm of life on board. Both are equally welcome on Aurelia Blue.
On-Board Food & Drinks
On this voyage, on-board food and non-alcoholic drinks are charged at €35 per person per day.
This includes breakfast and dinner prepared on board, as well as the food, snacks and non-alcoholic drinks consumed on board throughout the voyage. We use fresh ingredients wherever possible and plan provisioning with guest preferences, allergies and dietary requirements in mind.
The idea behind this arrangement is to keep life on board simple, comfortable and transparent. Provisioning is organised in advance by the crew so that guests do not lose the first day of the voyage to shopping, and there is no need to track a long list of small galley expenses separately throughout the trip.
Restaurant visits ashore are not included in this amount and are paid individually.
Your Caribbean Concierge Service
Before departure, every guest receives a personal questionnaire so we can prepare the voyage as thoughtfully as possible.
This helps us to:
✓ take allergies and dietary requirements into account
✓ plan favourite foods and special preferences wherever possible
✓ source selected wines or special items when feasible
✓ assist with travel planning, flights and transfers
✓ answer practical questions before the voyage
✓ share full-resolution photos after the trip
What’s Included
Your voyage price includes accommodation on board, skipper services, use of the yacht and its on-board equipment, and the overall sailing experience as described for this route.
Guests stay in comfortable guest cabins, each with its own private bathroom including shower and toilet, and enjoy life aboard a fully equipped bluewater yacht with snorkeling gear, paddleboards, fishing equipment, bed linen, towels and plenty of space to relax on deck.
Not Included
The voyage price does not include flights, travel insurance, personal expenses ashore, restaurant visits, alcoholic drinks, optional excursions and the on-board food and drinks package.
Shared running costs of the voyage such as fuel, mooring fees, clearance and similar expenses are covered separately through Board Cash of €100 per person per week.
Who Is This Voyage For?
This Tobago to Martinique sailing voyage is ideal for guests who want a little more sailing than on a classic one-week island-hopping holiday, but who still value comfort, good food, beautiful anchorages and the personal atmosphere of a boutique yacht.
It suits couples, solo travellers and friends who love the Caribbean and want to experience a route that feels like a genuine passage through the islands. It is also a very attractive option for guests who would like to collect sailing miles without joining a hard-core training trip or sacrificing the pleasures of a beautiful Caribbean holiday.
Frequently Asked Questions About This Tobago to Martinique Sailing Voyage
Do I need sailing experience?
No. Many of our guests have little or no sailing experience. You are very welcome to take part in sailing activities if you like, but you can just as easily relax and enjoy the journey.
Is this a training voyage?
No. Aurelia Blue is not a training yacht and this is not a formal sailing course. Guests are very welcome to take part in sailing, steering and simple manoeuvres if they wish, but the voyage is designed first and foremost as an enjoyable Caribbean sailing experience.
Is this voyage suitable if I would like to collect sailing miles?
Yes. This Tobago to Martinique route is one of our more sailing-oriented Caribbean voyages and is especially attractive for guests who would like to combine a beautiful island route with a meaningful amount of real sailing distance.
How many nautical miles does this voyage usually include?
Depending on weather, routing and final stop selection, this voyage usually results in roughly 300 to 350 nautical miles overall.
Can sailing miles be confirmed after the voyage?
Yes. If you would like sailing miles to be confirmed after the trip, please let us know before booking and we will be happy to discuss the details with you.
How much can we take part in sailing and manoeuvres?
You are welcome to take part in sailing, steering and simple manoeuvres if you would like to. At the same time, Aurelia Blue is not a training yacht and this voyage is designed first and foremost to be a beautiful, enjoyable and well-balanced Caribbean sailing journey.
What is included in the voyage price?
The voyage price includes accommodation on board, skipper services, use of the yacht and its on-board equipment, and the overall sailing experience described for this route.
How does the on-board food package work?
On-board food and non-alcoholic drinks are charged at €35 per person per day. This includes breakfast and dinner prepared on board, as well as snacks, fruit, non-alcoholic drinks and the general provisioning for life on board during the voyage.
Unlike a simple shared grocery kitty, this package also reflects the planning, shopping and preparation that happens before guests arrive, so the yacht is ready to go and the first day can begin as a proper sailing day rather than as a supermarket day. It keeps the overall cost structure clearer, more comfortable and easier to manage for everyone on board.
Are meals ashore included?
No. Restaurant visits ashore are not included in the on-board food package and are paid individually. During most voyages, we usually enjoy at least one dinner per week ashore in a local restaurant, beach bar or similar setting.
What is Board Cash?
Board Cash covers shared running costs of the voyage such as fuel, mooring fees, clearance and similar common on-board expenses. For this voyage, Board Cash is €100 per person per week.
Can we bring our own alcohol on board?
Yes, of course. Guests are welcome to bring their own wine, beer or spirits on board. We simply ask that alcohol is enjoyed responsibly and with consideration for safety and everyone on board.
How do dietary preferences work?
Before the voyage, every guest receives a questionnaire so we can plan allergies, dietary requirements and food preferences as thoughtfully as possible. We do our best to take these into account wherever possible.
Is smoking allowed on board?
Yes, smoking is possible on board, but only outdoors and with consideration for everyone else on board. We ask guests not to smoke in the seating and dining areas around the cockpit table and only in places where smoke will not disturb other guests.
Is internet available on board?
Optional Starlink internet packages may be available on selected voyages. Please ask us if staying connected during the trip is important for you.
Will I have my own cabin?
Depending on availability and the specific booking, guests can book private cabins or shared accommodation as described in the voyage details. Each guest cabin on Aurelia Blue has its own private bathroom with shower and toilet.
Can I book a cabin for myself even if I am travelling alone?
Yes. Solo guests are very welcome, and if you would prefer to have an entire guest cabin to yourself, this can be arranged subject to availability. In this case, a 60% single-cabin supplement is added to the regular per-person voyage price.
What should I bring?
Lightweight clothing, swimwear, sun protection, personal items and a sense of adventure are usually all you need. We will also provide practical packing advice before departure.
