Bermuda Bound | Key West – Bermuda

Bermuda Bound | Key West – Bermuda

Apr 14 – Apr 27 | $3950

Limited Availability
Only 5 Berths Available

Join Sea Dragon at the southernmost point in the US to sail through the Bermuda triangle! This is a bluewater offshore passage, starting with riding the Gulf Stream north of the Bahamas, before finding the Atlantic Ocean. We’ll make contact with Bermuda Radio and make our way through the cut into St George’s, where we’ll anchor in the well protected harbor loved by sailors. It will be time to explore whether by renting scooters to tour the island, heading over to Tobacco Bay to snorkel, visiting the Swizzle Inn, or many more options in this wonderful spot!

All meals on board 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 significant discount on the RYA Day Skipper Theory online course to anyone signed up for this trip. If you’re interested in taking the course, let us know when you sign up and we can give you the discount code!


  • Distance: 1100 nautical miles
  • Cost: $4950 $3950 if you sign up by September 30
  • Date: Apr 14 – Apr 27, 2024 (14 Days, 13 Nights)
  • Start: Stock Island Marina Village, Key West, FL
  • End: St. George’s Harbor, Bermuda

For more details, please explore the drop down menus at the bottom of the page.

Tentative Itinerary

Day 1: Arrive Sea Dragon 
You will arrive to board Sea Dragon between 1500-1700 at Stock Island Marina. 

Day 2: Safety Briefing/Exploration
Today is a day for going through safety briefings and getting prepped to set sail. You’ll also have some time to wander into town to have a last meal or cold drink ashore, or spend some time at the beach. We’ll spend the night on the dock.

Day 3: Set Sail for Bermuda 
We’ll have a hearty breakfast before getting off the dock and setting sail.

Day 4-9: Underway 
All will settle into the watch rotation and life at sea will start to take shape and the lovely rhythm will be simple. There will be time for reading, practicing celestial navigation and keeping a lookout for seabirds and marine mammals.

Day 10: Arrive Bermuda 
We will head through St George’s Town cut into the harbor and tie up to the customs dock. After clearing in, we’ll anchor in the harbor and get ready to explore. We will all have earned a cold drink and a nice meal ashore! 

Day 11-13: Bermuda 
These days are for adventuring and seeing what Bermuda has to offer. From land to sea there are many attractions and draws on this Atlantic island. Rent a scooter, ride the bus, or take off on foot! 

Day 14: Depart Sea Dragon 
You will leave the boat by 0900 in St George’s Harbor.


In order to board Sea Dragon, you must take a Rapid Antigen or Rapid PCR COVID-19 test, administered by a medical professional, no more than 72 hours before boarding the vessel. If you test positive on this test, you will not be allowed to board the vessel, and we will be happy to transfer your booking to a future voyage.

Should a country on the itinerary have additional requirements for entry, you must be able to comply with those requirements – if you cannot, we will be happy to transfer your booking to a future voyage.

Sign Up Now

Bermuda Bound Deposit

Bermuda Bound Deposit

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 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 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
– Mask, fins, snorkels
– Use of inflatable paddle boards

Contribution does not include:
– Transportation to Stock Island Marina Village and from St George’s Harbor
– Transportation from Key West International Airport (EYW) or to L.F. Wade International Airport (BDA)
– Additional nights spent ashore
– Personal expenses while in port

Packing List

It will be a warm trip! Take a look at our Tropical packing list.

Travel Details

Key West Airport is a short taxi or Uber ride from Stock Island Marina. L.F. Wade International Airport is a 10 min taxi or bus from St George’s Harbor.

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 our arrival in Bermuda.
Please look into the specific type of visa you need for arriving at these destinations by sea, or contact us directly to discuss.

Boat Tour

Your Crew

I grew up in North West England, spending every weekend outdoors in the Lake District. After attending university in Cardiff, I worked as a personal trainer, working in the Middle East for a time before discovering the Clipper Round the World Sailing race. I became completely hooked on offshore sailing and after completing half the 19-20 race (pre Covid!) I gained my Yachtmaster qualification in order to be able to work in the industry. I became the skipper for a youth trust based in the Solent, England, working with young adults in order to widen their horizons and build their confidence which I found immensely rewarding. The itch to see more of the world by sea led me to becoming a freelance cruising instructor which enabled me to work with a variety of companies on a range of boats from 20’ to 70’, cruisers to high spec race boats. I spent some time in the Caribbean and around the UK helping refit boats until the Clipper Race restarted. I returned as a first mate, helping lead a crew of amateurs from the Philippines back to the UK and also completing my own circumnavigation. Having already seen the North Pacific, I’m excited to be on board Sea Dragon and explore more of the Pacific’s waters and islands- showing others the joy of ocean sailing, discovering the world around them and our effect on it, as well as teaching them to sail and work as a team.

Mary holds her Yachtmaster Ocean with commercial endorsement as well as her MCA Proficiency in Medical Care certificate.