Jan 12 – Jan 25 | $4950

Limited Availability
Only 10 Berths Available

This island hopping trip is all about tropical vibes and trade wind Caribbean sailing. The goals are simple, to enjoy that warm water, explore ashore, get good sailing in, and enjoy boat life on anchor. There will be plenty of opportunity to slow down and enjoy! When we’re not sailing, we’ll get a chance to snorkel some of the best spots in the Windward Islands of the Eastern Caribbean. You’ll be free to use the paddleboards, swim from the boat, and visit multiple island nations. We’ll start in Saint Lucia, visit the French island of Martinique, then stop at multiple islands in the Grenadines. Of course, we won’t pass up Carriacou on the way to our final stop of Grenada.

This itinerary of island hopping nature will offer a mixture of in town and ocean exploration. Including more natural and remote spots, some of which you can only get to by boat!

All meals on this island hopping trip aboard Sea Dragon are delicious and vegetarian, with the addition of fish if we catch any along the way.

This is not a trip for the infirm or physically unfit – you MUST be able to go up and down the companionway and move safely about the boat while in rough conditions, have good balance, and be in reasonably good health. Please contact us with any health questions or if you answer “YES” to any of the questions on our health questionnaire prior to signing up for the trip!

Ardent Training is offering a discount on the RYA Day Skipper Theory online course to anyone signed up for this Island Hopping trip. If you’re interested in taking the course, let us know when you sign up and we can give you the discount code!

Island Hopping


  • Distance: 240 nautical miles
  • Cost: $4950
  • Date: Jan 12 – Jan 25, 2025 (14 Days, 13 Nights)
  • Start: Rodney Bay, Saint Lucia
  • End: St George’s, Grenada

For more details on our island hopping itinerary, please explore the drop down menus at the bottom of the page.

Tentative Itinerary

Day 1: Arrive Rodney Bay, Saint Lucia 
Plan to arrive at the boat in Rodney Bay Marina at 1600. Tonight will be all about getting to know your fellow crew members, settling in, and starting briefings. Spend the night on the dock.

Day 2: Sail to Saint Pierre, Martinique
Firstly, morning briefing and preparations for island hopping to set sail for the 45 NM trip. We’ll drop lines and head north on a day sail to Martinique. We’ll then anchor off the black sand beaches and town of Saint Pierre, nestled into the foothills of Mt. Pele. Afterwards, spending the night on anchor.

Day 3: Explore Saint Pierre
Finally, time to explore the “Paris of the Caribbean”, Saint Pierre! There’s plenty to do and the choice is yours. If you’re up for a challenging day hike, you can make your way to Mt Pele to hike the volcano, which is usually in a cloud. Alternatively, you could wander the streets of Saint Pierre soaking in the rich history, including seeing the ruins of the town from the 1902 eruption of Mt Pele. If you’d like to relax, sit outside a lovely café and have a swim. We’ll then spend the night on anchor.  

Day 4: Set sail, overnight to Bequia, St Vincent and the Grenadines
Morning shore time and then prep for setting sail to the island of Bequia in the Grenadines. We’ll sail overnight for this 115NM passage.

Day 5: Arrive Bequia
We’ll arrive in the morning and then drop anchor in Port Elizabeth Harbor. We’ll spend the night on anchor. 

Day 6: Explore Bequia 
Get some snorkelling in, enjoy the beach, take a walk in the hills or visit the turtle sanctuary. Afterwards, we’ll spend the night on anchor.

Day 7: Sail to Mayreau
We’ll get underway in the morning, picking our anchor and setting sail for the 30 NM passage to another island of the Grenadines, Mayreau. We’ll spend the night on anchor.

Day 8: Explore Mayreau
Another peaceful morning on anchor, with the opportunity to explore ashore if you like. This is a small island with a small community, which you can walk from one anchorage to another and back again. Then, we spend the night on anchor.

Day 9: Sail to Tobago Cays Marine Park
It will be a short move of 5NM to the Tobago Cays Marine Park, which we will do with good light to make our way through the reef. Spend the night on anchor, fully away from any light pollution of any town lights.

Day 10: Explore Tobago Cays
To emphasize, there is no one living on the Cay’s, they’re just a string of uninhabited islands offering a true connection to nature. This is a wonderful spot to snorkel, with an abundance of turtles in the areas of seagrass and the occasional black tip reef shark cruising with abundant life around. Spend the night on anchor. 

Day 11: Grenadines to Carriacou
We’ll move over to Union Island for a short stop to clear customs before heading on to Carriacou. Then, the short hops make this a leisurely repositioning day, covering about 12 NM between two short sails. We’ll anchor off the main town of Hillsboro for the night.  

Day 12: Move to Sandy Island
After a bit of morning exploration ashore in the town of Hillsboro, we’ll move the 2NM over to a small spit of land, Sandy Island. Then, what a gorgeous beach and quiet place to spend the afternoon and evening exploring! We’ll spend the night on anchor.

Day 13: Sail Carriacou to Grenada
After a string of relaxing days, it will be time to get another longer passage in before the end of the trip. We’ll set sail for a day trip to Grenada. We’ll arrive on the dock at Port Louis Marina and spend the last night of the trip alongside. There will be opportunity to catch a nice meal ashore all together, before heading off in the morning. Night on the dock.

Day 14: Depart St George, Grenada 
Lastly, please plan accordingly to leave Sea Dragon by 1000 at Port Louis Marina. 

Sign Up Now

Island Hopping

The deposit is only $500. It’s non refundable if you back out, but if we cancel or modify the trip we are happy to return your money or apply it to a different voyage.  Please review the Crew Contract for full Island Hopping details. The remaining balance is due 60 days before the trip begins. Please contact us with any questions.

Contact Us

Call Us: +1 ‪(305) 330-4212‬ (Pacific Time) If we don’t pick up, please leave a message and we’ll then get back to you ASAP.

What's Included
Contribution Includes:
– 13 nights accommodation on Sea Dragon
All meals (vegetarian), snacks, and drinks on board
– Sailing Instruction
– Safety equipment and foul weather gear
– Use of paddle boards in port
– Mask, snorkel, fins

Contribution does not include:
– Transportation to Rodney Bay Marina or from Port Louis Marina.
– Transportation from Hewanorra International Airport (UVF) in Saint Lucia or to Maurice Bishop International Airport (GND) in Grenada.
– Additional nights spent ashore
– Personal expenses while in port

Packing List

It will be warm and the sun will be strong! Take a look at our Tropical packing list.

Travel Details

Hewanorra International Airport is about a 1.5 hour taxi from Rodney Bay Marina in Saint Lucia. Fly out of Maurice Bishop International Airport (GND) in Grenada and is about a 20 min taxi from Port Louis Marina in St George’s.

All Crew members are responsible for their own passports and any necessary visas. You must have at least 6 months remaining on your passport beyond the end date of the trip.

Please look into the specific type of visa you need for arriving at these destinations by sea and contact us directly to discuss.

Boat Tour

Your Crew
Holly Vint, Captain
Holly first started sailing at 19 on what she had thought was a “once-in-a-lifetime” passage from Plymouth, UK, to La Coruna, Spain with a youth sail training organization, but during the voyage she became totally invested in a life at sea. She volunteered for that charity for a few years before becoming a full-time sailor in 2015. Since then she has worked for similar charities around the UK, all of which specialize in providing valuable experiences for vulnerable or disadvantaged young people, and also instructs adults on adventurous coastal and offshore trips anywhere from arctic Svalbard to the Caribbean – with some of the ocean crossings being undertaken by celestial navigation only. Holly has been fortunate enough to sail on Sea Dragon several times in the last 8 years: on eXXpedition voyages researching the prevalence of oceanic plastic pollution from Senegal to Guyana, in the Caribbean, and around Britain, and most recently across the Pacific from Mexico to Tahiti in 2023. Holly is a Yachtmaster Instructor, and holds Yachtmaster Ocean with commercial endorsement and Proficiency in Medical Care certificates. She has sailed 65,000+nm.

Abi Davies, First Mate
Abi grew up in Dorset, UK and exhibited a passion for all things sport and outdoors early on, spending most non school time playing/competing in various sports or being outside along the SW Coastline. Having completed her BSc in Geophysics at the University of Liverpool and an MSc in Exploration Geophysics at the University of Leeds, she decided to join the RAF to seek more adventure. Initially joining as a Fighter Controller, she changed branches to become a Communications and Networks Engineer and has deployed on various operations and exercises, giving her a breadth of experience in different high stress environments. During her time in the RAF she has represented the service in volleyball, athletics, bobsleigh, waterskiing/ wakeboarding… and sailing, both racing and on expeditions. The most memorable expedition was sailing from Iceland to Greenland, having to navigate huge icebergs/shelves and experiencing midnight sunsets. In 2023 she sailed with Sea Dragon from Hawaii to Tahiti via Kiritimati, which was the final confirmation needed to pause the military and pursue life as a professional sailor. Abi holds a commercially endorsed YM Offshore ticket and MCA Medical First Aid qualification.

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