Western & Eastern Islands Combined Charter Flotilla Cruise

Join the Canary Sail Western & Eastern Canary Islands 2-week Charter Flotilla Cruise!

Sail “In Company” of our Canary Sail Cruise Yachts as your own Bareboat Skipper on your chosen yacht.

On the Saturday between the cruise weeks, we return to base for a breather/day off. Maybe you decide to “Swap Yachts” having chosen a different yacht option for each of your weeks!

Grab advice over the radio waves from experienced Canary Sail RYA Instructors, able and willing to assist in all areas including booking of marinas along the way.

Intended for Charter Skippers and crew ready to expand  their experience over longer distances, and against much more challenging conditions – to windward/overnight!

  • 12 days Bareboat Charter Cruising of around 600 NM  with RYA instructor guidance
  • Choose your Yacht from our “Charter Tenerife” Yacht selection. Maybe even a different yacht for each week!?
  • Passage plan advice and tips provided by our RYA Instructor Skippers.
  • Yacht choice – 37 to 52ft monohull cruise yachts – now also including our Lagoon 38 C2 Catamaran Option!

2 weeks Bareboat Charter (12 full days sailing - 14 nights on board - middle Saturday free!)

Assumed Knowledge
Assumed Knowledge

As Bareboat Charter Skipper a sailing qualification is required together with an SRC Radio Licence. Crew should be well experienced and comfortable to cope with the Atlantic Ocean and some night sailing, during which they also helm and keep watch.

Cruise Content
Cruise Content

Visit Tenerife, Lanzarote, Fuerteventura, Gran Canaria, La Gomera, El Hierro and La Palma. Ca.600NM (Tidal) logged with possibility of 60NM YM qualifying passages. Experience of real Atlantic Ocean sailing with a day break between weeks.


Please contact us for available cruise dates

Cruising Area
Cruising Area

Eastern and Western Canary Islands


Click here for local weather links 


Week 1 - Typical Itinerary

Day 1 (Saturday – 17.00)

We meet and welcome you on arrival to our Tenerife South sailing base. Your Skipper checks into your chosen yacht and all are invited to join us for drinks to meet the team and the other yacht´s crew(s) you will be sailing in company of.  You will be made very welcome by the Canary Sail team and we can advise the best restaurants for you to sample!

Day 2 (Sunday)

Prepare the yacht including a safety brief and plan assisted by our “Lead Flotilla Skipper”. Set sail for Los Gigantes, north Tenerife or San Sebastian, La Gomera for an initial short “shakedown” sail to settle you all in. Relax for the evening in this charming marina offering a good choice of restaurants and relaxing bars.

Day 3 (Monday)

Prepare to set off early for the sail up to Santa Cruz, La Palma (or Tazacorte). This is a full day sailing, usually on a beam reach (in NE winds) which should get you into your destination in time for dinner. Once again, a great choice of local restaurants awaits you all! The marina here is new and offers great facilities including relaxing bars around the marina, Wi-Fi, etc.

Day 4/5 (Tuesday/Wednesday)

Maybe some time to look around this truly beautiful town before setting off again around the north of La Palma to the quiet, relaxing location of Tazacorte. Again the marina facilities are new, the restaurants good and the small village and beach offer a quaint, relaxed holiday atmosphere – a real gem!

Day 6/7 (Thursday/Friday)

Sail back to the west coast of La Gomera to Valle Gran Rey (Vueltas). This is a small fishing harbour offering the best fresh fish anywhere along with plenty of other, international choice of food. Good fun in the cocktail bar till late for those with energy enough! Return sail to base – Marina San Miguel, Tenerife for a day of rest. 

Week 2 - Typical Itinerary

Day 8 (Saturday – day off!)

A day off and we will advise on things to do and places to go. Rejoin the yacht later (or maybe check into your 2nd yacht choice for week 2!?) in the afternoon at 17.00 and meet your new (or existing) crew for a welcome drinks.


It is possible these routes can be reversed to include the Western Island of El Hierro, La Restinga – weather dependent!

Day 9 (Sunday)

Prepare the yacht and brief from your “Lead Flotilla Skipper”, set sail for Puerto Mogan, Gran Canaria the North of Tenerife or even directly to Rubicon, Lanzarote (this will depend on weather and crew).

Day 10 (Monday)

Once you have reached further North, your remaining cruise will be with the wind behind or on the beam (in NE winds).

Day 11/12 (Tuesday/Wednesday)

Sail the east coast of Fuerteventura to Moro Jable and onto the beautiful port of Puerto Mogan.

Day 13/14 (Thursday/Friday)

Sail back around the southwest coast of Tenerife to San Miguel Marina.  Remember – accommodation on board for your final evening is included!

Day 14 (Saturday)

Leave the yacht at 09.00 latest please for your return home or to continue your holiday on La Gomera or Tenerife. Please see our stay page for a choice of accommodation.

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A wide range of practical and theory courses offered all year round

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Choose from a variety of sail cruises around the Canary Islands and beyond

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From Bareboat to skippered charter, we have an option to suit your needs

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Recommended accommodation options in La Gomera and Tenerife

Get in Touch

Phone any time on our UK Divert No. (UK call cost): 0044 1252 837648
Phone (USA): 001 855 866-5566
Phone (Spain): 0034 922 141 967

Postal Address:
Apartado 211,
Calle Del Medio, 38800,
San Sebastian de La Gomera,
Islas Canarias, Spain

Office opening hours:
Tuesday-Friday 08.30-15.30

Calls diverted outside of office hours, excluding Mondays. Please send us an email and your enquiry will be dealt with promptly.

Quick Contact

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