The Best Sail Boat Trails in the World

View trails on a map

37,400 trails

(280)

View trails on a map

Wikiloc is a place to discover the best outdoor trails for hiking, cycling and many other activities

We are 19M members sharing 69M outdoor trails and 126M photos

Popular Sail Boat trails within the community

HYC 7 Day Itinerary - Union to Union - Day 8 - Chatham Bay to Clifton Harbour

Sail Boat

Save to a List

near Ashton, Grenadines (Saint Vincent and the Grenadines)

Horizon Yacht Charters

Distance

5.36nm

Elevation +

3f

TrailRank

25

After breakfast sail over to Clifton Harbour for a noon finish. Book a taxi to the airport or spend a few more days exploring the island. There are many things to do in Union Island. Have a great meal in a restaurant, cl...

View trail
HYC 7 Day Itinerary - Union to Union - Day 7 - Petit St.Vincent to Chatham Bay

Sail Boat

Save to a List

near Madame Pierre, Carriacou and Petite Martinique (Greanàda)

Horizon Yacht Charters

Distance

7.83nm

Elevation +

0f

TrailRank

25

Sail north to Chatham Bay. This large anchorage has a sweeping beach under high hills. There is excellent snorkeling along the north side of the bay and some great walking ashore. For dinner, enjoy a beach BBQ organized ...

View trail
Wikiloc is a place to discover the best outdoor trails for hiking, cycling and many other activities

We are 19M members sharing 69M outdoor trails and 126M photos
HYC 7 Day Itinerary - Union to Union - Day 6 - Canouan to Petit st. Vincent

Sail Boat

Save to a List

near Charlestown, Grenadines (Saint Vincent and the Grenadines)

Horizon Yacht Charters

Distance

16.92nm

Elevation +

0f

TrailRank

25

After a leisurely breakfast head for Petit St. Vincent. PSV is a self contained paradise of soft rolling hills spread across acres of white sand beaches. Anchor off PSV Resort; spend the day exploring and swimming in the...

View trail
Advanced Filters

Filter by time of year or recording date. Find trails only from people you are following.
Get Wikiloc Premium Upgrade to remove Ads
HYC 7 Day Itinerary - Union to Union - Day 4 - Mustique to Bequia

Sail Boat

Save to a List

near Cheltenham, Grenadines (Saint Vincent and the Grenadines)

Horizon Yacht Charters

Distance

13.71nm

Elevation +

3f

TrailRank

25

Set sail for a brief voyage to Bequia. Bequia is excellent for provisioning-the local fruit and veg market is a great experience. The island also has a wide selection of restaurants with local or international cuisine. F...

View trail
HYC 7 Day Itinerary - Union to Union - Day 3 - Tobago Cays to Mustique

Sail Boat

Save to a List

near Old Wall, Grenadines (Saint Vincent and the Grenadines)

Horizon Yacht Charters

Distance

20.41nm

Elevation +

0f

TrailRank

25

After Breakfast and a swim, it’s time to head to Mustique. Although the island’s reputation is as a holiday home for the rich and famous the island remains quiet and un-spoilt with lovely walks and beautiful beaches. You...

View trail
HYC 14 Day Itinerary - St.Vincent to Grenada - Day 13 - St. George's

Sail Boat

Save to a List

near Sans Souci, Saint George (Grenada)

Horizon Yacht Charters

Distance

0.47nm

Elevation +

3f

TrailRank

25

No visit to Grenada would be complete without an island tour. The “Isle of Spice” is one of the most spectacularly beautiful islands of the Caribbean with lush rain forest, waterfalls, old plantations and spectacular bea...

View trail
HYC 14 Day Itinerary - Grenada to Grenada - Day 9 - Mustique to Chatham Bay Union Island

Sail Boat

Save to a List

near Cheltenham, Grenadines (Saint Vincent and the Grenadines)

Horizon Yacht Charters

Distance

24.06nm

Elevation +

3f

TrailRank

25

Set off south again, this time heading for the west side of Union Island. Chatham Bay is your destination, a beautiful deserted bay surrounded by hills. Hike up for magnificent views or enjoy snorkeling along the north e...

View trail
HYC 14 Day Itinerary - Grenada to Grenada - Day 8 - Bequia to Mustique

Sail Boat

Save to a List

near Port Elizabeth, Grenadines (Saint Vincent and the Grenadines)

Horizon Yacht Charters

Distance

13.72nm

Elevation +

3f

TrailRank

25

Stock up on fresh provisions and then it’s a short cruise to chic Mustique, with a perfect swim stop at Petit Nevis on the way. Enjoy lunch at Basil's Bar, or a sunset dinner at the Firefly while you dream of your holida...

View trail
HYC 14 Day Itinerary - Grenada to Grenada - Day 6 - Tobago Cays to Bequia

Sail Boat

Save to a List

near Port Elizabeth, Grenadines (Saint Vincent and the Grenadines)

Horizon Yacht Charters

Distance

14.00nm

Elevation +

3f

TrailRank

25

A four hour sail brings you to Admiralty Bay, Bequia, capital of the laid back Caribbean. Bequia has a unique, magical charm which is hard to find anywhere else in the Caribbean. The island combines an enduring seafaring...

View trail
HYC 14 Day Itinerary - Grenada to Grenada - Day 3 - Tyrrel Bay Carriacou to Salt Whistle Bay Mayreau

Sail Boat

Save to a List

near Argyle (Grenada)

Horizon Yacht Charters

Distance

16.98nm

Elevation +

3f

TrailRank

25

Breakfast and swim at Sandy Island while you watch the pelicans performing aerobatics around your boat. After snorkeling the reef, clear out in Hillsborough before sailing over to Clifton Harbour, Union to clear in and p...

View trail
HYC 10 Day Itinerary - Grenada to Grenada - Day 11 - Ross Point to True Blue Bay

Sail Boat

Save to a List

near Ka-fe Beau, Saint George (Grenada)

Horizon Yacht Charters

Distance

6.53nm

Elevation +

3f

TrailRank

25

A final morning’s sail around to True Blue where the Horizon staff will assist you to the dock for a noon finish. True Blue Resort is just a few minutes ride from the airport and is a great place to base yourselves if yo...

View trail
HYC 10 Day Itinerary - Grenada to Grenada - Day 10 - Hillsborough to Ross Point St. George

Sail Boat

Save to a List

near Madame Pierre, Carriacou and Petite Martinique (Greanàda)

Horizon Yacht Charters

Distance

40.90nm

Elevation +

3f

TrailRank

25

Hillsborough – St George’s; Check into Grenada at Hillsborough before an exhilarating downwind sail to St George’s passing the isolated islands of Kick ‘em Jenny and Isle De Ronde. On arrival at St George’s anchor off Ro...

View trail
HYC 10 Day Itinerary - Grenada to Grenada - Day 9 - Chatham Bay, Union Island to Petit St. Vincent

Sail Boat

Save to a List

near Ashton, Grenadines (Saint Vincent and the Grenadines)

Horizon Yacht Charters

Distance

10.97nm

Elevation +

3f

TrailRank

25

Back to Clifton Harbour to check out of St. Vincent, then a sail over to Petit St Vincent for the night, stopping at Mopion on the way, a flawless piece of sand in turquoise water topped with a small coconut thatch shelt...

View trail
HYC 10 Day Itinerary - Grenada to Grenada - Day 8 - Mustique to Chatham Bay Union Island

Sail Boat

Save to a List

near Cheltenham, Grenadines (Saint Vincent and the Grenadines)

Horizon Yacht Charters

Distance

24.06nm

Elevation +

3f

TrailRank

25

Set off south again, this time heading for the west side of Union Island. Chatham Bay is your destination, a beautiful deserted bay surrounded by hills. Hike up for magnificent views or enjoy snorkeling along the north e...

View trail
HYC 10 Day Itinerary - Grenada to Grenada - Day 6 - Tobago Cays to Bequia

Sail Boat

Save to a List

near Port Elizabeth, Grenadines (Saint Vincent and the Grenadines)

Horizon Yacht Charters

Distance

14.00nm

Elevation +

3f

TrailRank

25

A four hour sail brings you to Admiralty Bay, Bequia, capital of the laid back Caribbean. Soak up the friendly, bustling atmosphere ashore, with an excellent meal at one of the many restaurants. Bequia's famous for its w...

View trail
HYC 10 Day Itinerary - Grenada to Grenada - Day 2 - Ross Point Grenada to Tyrrel Bay Carriacou

Sail Boat

Save to a List

near Ka-fe Beau, Saint George (Grenada)

Horizon Yacht Charters

Distance

31.56nm

Elevation +

3f

TrailRank

25

An exhilarating days sail to Tyrrel Bay, Carriacou. Anchor amongst the local fishing boats and enjoy a stroll and drink ashore at one of the many rum shops, or try the floating bar in the middle of the bay! Dine on board...

View trail
HYC 10 Day Itinerary - St. Vincent to Grenada - Day 1 - Blue Lagoon to Admirality Bay Bequia

Sail Boat

Save to a List

near Arnos Vale, Saint George (Saint Vincent and the Grenadines)

Horizon Yacht Charters

Distance

9.11nm

Elevation +

272f

TrailRank

25

After a comprehensive chart and yacht briefing at the Horizon base at Blue Lagoon Marina on the south west coast of St. Vincent, set sail for a brief 2 hour voyage to Bequia. This island is one of the most laid back and ...

View trail
HYC 7 Day Itinerary - St. Vincent to Grenada - Day 1 - Blue Lagoon to Admirality Bay Bequia

Sail Boat

Save to a List

near Ribishi, Saint George (Saint Vincent and the Grenadines)

Horizon Yacht Charters

Distance

9.06nm

Elevation +

358f

TrailRank

25

After a comprehensive chart and yacht briefing at the Horizon Yacht Charter base in Blue Lagoon Marina on the south west coast of St. Vincent, set sail for a brief 2 hour passage to Bequia, your first overnight stop. Bef...

View trail
HYC 14 Day Itinerary - Grenada to St. Lucia - Day 13 - Bequia to Pitons

Sail Boat

Save to a List

near Port Elizabeth, Grenadines (Saint Vincent and the Grenadines)

Horizon Yacht Charters

Distance

54.68nm

Elevation +

213f

TrailRank

25

Clear out of Bequia first thing and set sail for St Lucia, passing the leeward side of St Vincent and the set of Pirates of the Caribbean film. Then it’s a romping sail across to the Pitons – absolutely unmistakable and ...

View trail
HYC 14 Day Itinerary - Grenada to St. Lucia - Day 10 - Mustique

Sail Boat

Save to a List

near Dovers, Grenadines (Saint Vincent and the Grenadines)

Horizon Yacht Charters

Distance

0.19nm

Elevation +

3f

TrailRank

25

A day to discover Mustique – one of the most special islands of the Caribbean. Mustique is privately owned and has developed into a holiday location for the rich and famous. The island is a mix of luxury houses, lush tro...

View trail
HYC 14 Day Itinerary - Grenada to St. Lucia - Day 9 - Tobago Cays to Mustique

Sail Boat

Save to a List

near Old Wall, Grenadines (Saint Vincent and the Grenadines)

Horizon Yacht Charters

Distance

21.12nm

Elevation +

3f

TrailRank

25

It’s an exciting 3.5 hour sail to Mustique past the resort island of Canouan. Mustique is a wildly beautiful private island that offers a rare combination of elegance and informality to those who seek privacy and luxury....

View trail
HYC 14 Day Itinerary - Grenada to St. Lucia - Day 8 - Tobago Cays

Sail Boat

Save to a List

near Old Wall, Grenadines (Saint Vincent and the Grenadines)

Horizon Yacht Charters

Distance

0.20nm

Elevation +

3f

TrailRank

25

A day to explore the Cays – This is an idyllic yachting anchorage that is a dream for snorkelers and divers and a paradise for beachcombers. Exploring the islands themselves has its rewards with almost tame iguanas in th...

View trail
HYC 14 Day Itinerary - Grenada to St. Lucia - Day 5 - Petit St. Vincent to Chatham Bay

Sail Boat

Save to a List

near Madame Pierre, Carriacou and Petite Martinique (Greanàda)

Horizon Yacht Charters

Distance

10.78nm

Elevation +

0f

TrailRank

25

Head to Clifton Harbour, Union to clear in and re-stock with fresh bread and local fruit from the market vendors. From Clifton it’s a short trip around to Chatham Bay on the west side of Union. A stunning sandy bay surro...

View trail
HYC 14 Day Itinerary - Grenada to St. Lucia - Day 3 - Ross Point Grenada to Tyrrel Bay Carriacou

Sail Boat

Save to a List

near Belmont, Saint George (Grenada)

Horizon Yacht Charters

Distance

31.65nm

Elevation +

3f

TrailRank

25

An exhilarating days sail to Tyrrel Bay, Carriacou. Anchor amongst the local fishing boats and enjoy a stroll and drink ashore at one of the many rum shops, or try the floating bar in the middle of the bay! Dine on board...

View trail
HYC 10 Day Itinerary - Grenada to St. Lucia - Day 11 - Pitons to Marigot Bay

Sail Boat

Save to a List

near Belle Vue, Soufrière (Saint Lucia)

Horizon Yacht Charters

Distance

10.44nm

Elevation +

3f

TrailRank

25

A leisurely sail up the coast of St Lucia brings you to either Marigot or Rodney Bay for the end of your charter. Marigot is one of the most beautiful and well protected anchorages of the Caribbean with a stunning develo...

View trail