“You Make the Memories, We’ll Make the Arrangements”

Explore the magic of the Windward Islands on this St-Vincent to Grenada Sailing itinerary. The Grenadines are a pure tropical paradise. They are a string of emerald volcanic islands that stretch south to Grenada. Experience the best on a chartered yacht. White-sand peaceful beaches, palm-lined bays, unspoiled nature. And colorful marine life is waiting for you, your family, and your friends.

Are you ready to dive, snorkel, kayak, windsurf, hike, and explore even more? Be enamored by the classic Caribbean charm, so many other islands have already lost. Not to mention, life moves at a slower pace here.

Side view of Catamaran True Story sailing
Beautiful catamaran True Story offers scuba diving onboard

This eight-day St-Vincent to Grenada Sailing Itinerary is a sample that allows you to thoroughly explore this area. The 32 stunningly beautiful small islands and cays of The Grenadines and some of Grenada. This is only a guide. Weather conditions and your personal preferences might require a different route. Before your charter commences, you will have ample time to get acquainted with your crew.

Your captain will assess your priorities and desired activities. He will then design the perfect itinerary for you. Your private chef will create a menu to your specifications. Both want you and your guests to have a fantastic week onboard.

Day 1 St-Vincent to Bequia

Enjoying the sunset on gorgeous catamaran Cool Runnings. This could be your home while sailing the St-Vincent to Grenada Sailing Itinerary
Enjoying the sunset on the gorgeous catamaran Cool Runnings. This could be your home while sailing the St-Vincent to Grenada Sailing Itinerary.

After arriving on St-Vincent and on a very short drive, you will meet the captain and crew at Blue Lagoon Marina. This will feel like you have known each other for a long time already.

After all, you have been in communication many times lately. Moreover, the crew is aware of your expectations now. After a brief safety meeting, you will sail for about 2 – 3 hours past the breathtaking La Soufrière volcano to Admiralty Bay, Bequia.

This old-school Caribbean vestige is an island without traffic or shopping malls. And no casinos or mega-resorts. But idyllic beaches tucked away in charming coves. Excellent for snorkelling, diving, and kayaking. Bequia is “The Big Little Island” with so much to do.


  • Firefly Plantation Tour – Still a working sugar cane plantation. A historic 280-year-old sugar mill. Truly a fun experience to crush your sugar cane to make juice.
  • Fort Hamilton – Explore this 18th-century fort. The cannons are indeed authentic relics of that period. Additionally, the view from here over Admiralty Bay towards Port Elizabeth is breathtaking.
  • Princess Margaret Beach – Bequia’s most beautiful beach. Pristine white sand and crystal-clear water are waiting for you. Therefore perfect for swimming and snorkeling.
  • Diving – About 30 dive sites around Bequia. As well as several wrecks, shallow caverns, and holes.
  • Windsurfing – Industry Bay. An excellent location for beginners.
  • Shopping in Port Elizabeth – Bequia’s capital is small but big on charm. A quaint waterfront is lined with craft shops and galleries. Make sure to specifically bring home some handcrafted wooden boats.

After an action-packed day on Bequia, enjoy sitting on the flybridge. With a cocktail, and be amazed by the sunset. Then savor your first dinner aboard. Created specifically to your preference by your chef.

Day 2 Bequia to Mustique | St-Vincent to Grenada Sailing Itinerary

After a magnificent breakfast, another minor miracle created by your yacht’s chef, you will sail eight nautical miles to Brittania Bay in Mustique. This island is home to one of the world’s most glamorous resorts, without casinos and super-sized hotels. A sophisticated and wealthy clientele is attracted to this paparazzi-free refuge. When you arrive on your chartered yacht, you will feel like royalty on Mustique. This island’s prominent guests could be anybody from Paul McCartney to the Duke and Duchess Of Cambridge with their children. As well as Johnny Depp and Bill Gates. And finally, you could dance next to them at Basil’s tonight.


  • Macaroni Beach – You can explore nine different beaches in Mustique. But make sure to spend time on Macaroni Beach. It is indeed regarded as one of the top ten beaches in the world.
  • Swimming, Stand-Up Paddleboarding, Kayaking – Swim and relax on Macaroni Beach. Then ask the crew of your chartered yacht to get the kayak or paddleboard ready for you. It is time to examine the bays of Mustique.
  • Diving – In a word, truly fantastic on Mustique. The yacht crew will arrange equipment for you. Explore more than a dozen incredible dive sites and four wrecks around Mustique. Then in South Brittania Bay, look for a mooring where divers can follow a reef to the remains of a small aircraft.
  • Basils Bar – This iconic Mustique institution sits perched on bamboo stilts over the Caribbean sea. Have a cocktail while listening to the band, and dance. Basils host everyone from movie stars to royalty. But above all, you, too, will feel like one tonight.

Spend the night aboard, enjoying more time in the glorious Grenadines yet.

Day 3 Mustique to Tobago Cays

After watching a glorious sunrise this morning, you will be served a delightful breakfast. You will sail about 18 – 22 nautical miles to the Tobago Cays. Relax on the trampoline while sailing south for approximately 3 hours.

This destination is indeed one of the most beautiful anchorages in the Caribbean. The Tobago Cays, and the Tobago Cays Marine Park, are among the world’s most awe-inspiring island destinations. An enormous horseshoe reef protects this anchorage. With no restaurants or bars, this is the perfect spot for a delightful picnic the chef prepared for you. Now you are starting to notice a difference in the color of the water: brilliant, crystal blue.

Magnificent Tobago Cays
Magnificent Tobago Cays


The Tobago Cays, with their crystal clear turquoise waters, are so beautiful you might never want to leave.

  • Petit Tabac – Isolated beach ideal for a private picnic. Also, the location where the desert island scene in “Pirates of the Caribbean: Curse of the Black Pearl” was filmed.
  • Swim, Snorkel, or Dive with sea turtles – Imagine five uninhabited cays and heavenly lagoons. Full of green turtles. Lagoons beaming with coral reefs, colorful marine life, and giant starfish. The best place to observe the green turtles is in and around the turtle-watching reserve, just off the southeastern shore of Bridal. In addition, you can enjoy swimming alongside them in wonderfully clear and shallow water. As a result, it will feel like you were just dropped into an aquarium!
  • Ocean Kayaking – Ask the crew of your yacht to lower the kayaks into the turquoise waters and explore the lagoon.
  • Scuba Diving – The world-renowned Tobago Cays Marine Park never disappoints. A variety of colorful corals and eagle rays. As well as the occasional nurse shark and, of course, green turtles to keep you company.
  • Kite Surfing – Kite Surfing enthusiasts applaud this area. You may watch them launch from Petit Rameau and sail upwind to the inner edge of Horseshoe Reef. Or perhaps join them yourself? The more adventurous either launch from Petit Tabac or sail beyond the reef to World’s End.

The chef might prepare the freshest, best lobster you have ever tasted tonight.

Day 4 Tobago Cays to Mayreau

You might not want to ever leave the Tobago Cays. If you would like to, after breakfast, swim or snorkel more in the fantastic, inviting crystal clear waters. Then the captain will sail your chartered yacht, less than an hour, to the smallest inhabited island in the Grenadines, Mayreau.

Salt Whistle Bay Mayreau
Salt Whistle Bay Mayreau


  • Hiking – Walk up the hill to the charming old Church of the Immaculate Conception. Stunning views over the Tobago Cays, Canouan, and Union Island will reward you.
  • Diving and Snorkeling – The Mayreau Gardens are between the Tobago Cays and Mayreau. An expansive coral reef system that is very popular with scuba divers. But just as beautiful for snorkeling. It offers healthy corals, colorful sponges, and ample marine life.
  • Salt Whistle Bay – This pristine bay and beach are nicely protected. National Geographic noted it as “Paradise Found”. Swim and walk along the beach to “Last Bar before the Jungle.” Try one of the rum punch concoctions and relax.
  • Saline Bay – A beach lover’s paradise. Swim and relax on this clean golden sand beach.

Day 5 Mayreau to Petit St Vincent | St-Vincent to Grenada Sailing Itinerary

Another day of adventure awaits as you make your way to Petit St Vincent. It is a short sail this morning. As you approach Petite St Vincent, you will notice this tiny spit of sand. A grass umbrella hut is the only structure. This is the iconic tropical island of Mopion. Indeed well worth a short visit to take some photos of your group under the grass hut.

Petit St Vincent is a privately owned island resort. It consists of soft rolling hills spread over 113 acres. Surrounded mainly by two miles of white sand beaches. Guests of passing yachts are certainly welcome to come ashore. In addition, you can visit the resort’s restaurants and spa. The crew of your yacht will be able to make arrangements.


  • Water Sports Activities abound – Windsurfing, paddleboarding, kayaking, swimming. Let your yacht’s crew help you get the paddleboards and kayaks ready for today’s adventure. A barrier reef protects the calm, turquoise waters surrounding Petit St Vincent. Spend a few hours touring around the island and discovering its pristine beaches.
  • Snorkeling – The snorkel equipment on the yacht is just waiting for you.
  • Scuba Diving – Petit St Vincent is home to the Jean-Michel Cousteau Dive Center. The son of the legendary explorer and conservationist Jacques-Yves Cousteau founded it. This center offers diving courses, certifications, and guided trips. Your crew can arrange a rendezvous dive. Enjoy multiple reefs, including a fascinating marine park.
Scuba Diving in the Grenadines
Scuba Diving in the Grenadines

Spa – You will want to engage in the ultimate in relaxation: Spa treatments in 4 open-air and optionally air-conditioned treatment rooms. Or participate in a yoga session, or meditate in these calm surroundings.

After relaxing in the Spa, have a pleasant lunch at the Beach Restaurant and Bar. An open-air restaurant located right on the beach.

Day 6 Petit St Vincent to Carriacou

This morning sail 12 nautical miles from Petit St Vincent to Carriacou/Grenada. See the alluring island of Petit Martinique in the distance while reclining on the trampoline. You are on your way to Tyrell Bay in Carriacou/ Grenada. This island is known as the “Isle of Reefs.” And is recognized as the friendliest and safest island in the Caribbean. You will find some of the most unspoiled coral reefs in the region. As a result, most dive sites are ideal for all levels of divers and snorkelers.


  • Diving is called the “Isle of Reefs” for a reason. Carriacou offers notable shipwrecks, colorful reefs, and 20 dive sites. The crew of your chartered yacht will happily provide you with either snorkel or dive equipment. Make sure to check out “The Whirlpool.”
  • Snorkel – Sandy Island has one of the best snorkeling in this area.
  • Beaches – Relax, swim and enjoy any of the eight marvelous beaches. Paradise Beach is the prettiest and most popular. Petit Carenage Bay beach, with its gorgeous white sand and some pieces of coral, feels secluded. Look for the hull of a grounded ship to take your Instagram pic.
  • Watch humpback whales migrate – In late spring. Scuba divers can hear their songs from a great distance.
  • Rum Shops – Since Carriacou has over 100 rum shops and only one gas station, you must buy a bottle of Grenadian rum here.

After a very active day on Carriacou, you savor dinner onboard your yacht. Watch a stunning sunset and listen to the soft crashing of the waves in the background.

Day 7 Carriacou to Dragon Bay Grenada | St-Vincent to Grenada Sailing Itinerary

This morning the captain will sail the yacht for about 5 hours to Dragon Bay in Grenada. If conditions allow, have the crew point out “Kick’Em Jenny” to you along the way. This is an active submerged volcano. Buried 591 feet below the water. Unknown until 1939. When it shot steam and debris some 900 feet up into the air, you will reach Grenada’s Dragon Bay at about midday.


  • Diving – Dragon Bay is a sheltered bay in Grenada’s Marine Protected Area. Ideal for all levels of diversity. A very colorful reef where you will enjoy beautiful sponges and marine life. Particularly a familiar spot for octopuses.
  • Underwater Sculpture Garden – Located in Molinere Bay. A must-do activity. This site includes over 65 sculptures that are located between 7 to 26 feet underwater. Divers and snorkelers can easily see them in the clear water. Constructed out of concrete and steel, they act as artificial reefs. A perfect habitat for marine life and humans to enjoy.
Delight in watching the sun set on your last night onboard
Delight in watching the sunset on your last night onboard

Day 8 Dragon Bay Grenada to St George Grenada

Wake up to a spectacular sunrise over this Grenadian bay. Let your chef pamper you one last time with an incredible variety of delicious fresh food. After breakfast, it will be a short sail to the port of St George, the picturesque capital of Grenada. There might be time to enjoy Grand Anse Beach. Grenada’s signature beach. A silky stretch of sheltered white powdery sand.

Sadly, it is now time to say goodbye to your excellent crew. They were happy to accommodate you and your guests. And they sincerely hope that you are already planning your next crewed charter.

You should consider spending another day here on the “Isle of Spice.” We can assist with island tours and accommodations on this delightful island. A great way to finish your St-Vincent to Grenada Sailing Itinerary.

Learn more about St-Vincent to Grenada Sailing Itineraries.

Contact us at 1-321-777-1707 or complete this form to discuss your vacation plans.