Sail the Windward Islands 2024 | Modern Sailing

Sail the Windward Islands 2024

Flotilla Dates: April 13-23, 2024

Discover St. Lucia and the enchanting Windward Islands of the Caribbean with Modern Sailing School & Club!

The Windward Islands offer a delightful cruising venue of lush tropical islands draped with stunning bays and white sand beaches that spill into warm turquoise waters.

Set sail with us into paradise, dig your toes into white sand, dive into coral gardens, and leave the cares of the world behind.

Reserve your cabin on one of the club catamarans with a professional captain, or skipper your own bareboat with family and friends, supported by the experts leading our flotilla. 

Why sail the Windward Islands with a Modern Sailing flotilla?


The Windward Islands of the Southern Caribbean offer a wonderful blend of brisk open ocean sailing with balmy temperatures, tropical trade winds, and warm, crystal-clear water year-round. This island chain offers gorgeous beaches and an abundance of sea and shore adventures. Enjoy snorkeling off remote cays, kayaking, unique cuisine, excellent diving, and exploring while enjoying the relaxed pace of “island time.” The spring months provide ideal conditions for sailing and exploration. Delight in brisk sailing on bright, sunny days over long stretches of blue water with steady trade winds filling your sails, an occasional refreshing rain squall, and picturesque rainbows. 

Joining a Modern Sailing Global Destinations flotilla is a great way to gain experience cruising on unfamiliar waters. Whether participating as crew on a captained boat or as skipper of your own bareboat, this adventure will help you prepare for your first (or next!) vacation charter or long-distance cruise while you enjoy the camaraderie, reassurance, and safety of sailing with a friendly group lead by our professional captains. 

 


This trip has limited cabin space aboard 2 captained catamarans. Three bareboats will also be available.

To learn more, scroll down or follow the links below.


SKIPPERED CLUB BOATS*

Sunsail 454L Premium Catamaran



Specifications
 
  • Length overall: 45' 
  • Hull beam: 24' 2"
  • Draft: 4' 11"
  • Fuel capacity: 185 gal
  • Water capacity: 206 gal
  • Engines: 2 Yanmar 45hp

Features
 

Sunsail 454L (Lounge) Catamaran combines all the effortless fun of multihull sailing with unmatched speed, stability, space, and comfort. This revolutionary catamaran uniquely balances comfort, space, and a sailing performance unrivaled by most catamarans.

  • Elegant and practical, with huge interior volume for a yacht of its size, with headroom throughout.
  • Roomy saloon and modern galley convey total comfort!
  • 4 stateroom cabins with en-suite shower with separate heads (toilets), hanging locker, air conditioning and fan in each cabin.
  • Generator-powered air conditioning, leading-edge water maker, and LED lighting throughout.
  • Upper deck lounge for open-air living aboard with 360-degree views.
  • Overhead skylight, large hull windows and even has ambient under water blue lights that give off an attractive glow at night.
  • Outdoor shower and swim platform for easy access in and out of the water and dinghy.

 

Sunsail 454 Premium Catamaran



Specifications
 
  • Length overall: 45'
  • Hull beam: 24' 2"
  • Draft: 4' 11"
  • Fuel capacity: 185 gal
  • Water capacity: 206 gal
  • Engines: 2 Yanmar 45hp

Features
 
Winner of Cruising World Magazine’s Boat of the Year, this model is designed and built to high overall standards and features a full Raymarine electronics pack, generator, air conditioning, solar panels, electric primary winches, electric toilets, and more.
 
  • Elegant and practical, with huge interior volume for a yacht of its size, with headroom throughout.
  • Roomy saloon and modern galley convey total comfort!
  • 4 stateroom cabins with en-suite shower with separate heads (toilets), hanging locker, air conditioning and fan in each cabin.
  • Generator-powered air conditioning, leading-edge water maker, and LED lighting throughout.
  • Forward and upper lounge areas allow for plenty of exterior space onboard.
  • Overhead skylight, large hull windows and even has ambient under water blue lights that give off an attractive glow at night.
  • Outdoor shower and swim platform for easy access in and out of the water and dinghy.


BAREBOAT OPTIONS*

  • Sunsail 424 Catamaran
  • Sunsail 47 Classic Monohull
  • Sunsail 44 Premier Monohull
See the Sail the Windward Islands 2024 Trip Information Packet for more details on bareboat model options.

*Boats have been reserved through Sunsail by Modern Sailing but may be subject to change. The model described is closely similar to any yacht that may substituted in terms of size, layout, and sailing performance.
 

 


SAIL THE WINDWARD ISLANDS INFORMATION SESSION

On Thursday, September 14 at 5:00pm, join us in our Sausalito conference room for antipasto, fine wine, craft beer, and refreshments while your trip leader, Captain Robert Bivin, presents detailed information on the exciting itinerary, boats, travel considerations, and more.

Thinking about an international charter vacation of your own? Consider yourself invited and come pick our captains' brains! At the end of the presentation, there will be a Q&A session during which you'll have the opportunity to ask questions of our expert captains about chartering out of the Windward Islands or just about any sailing destination worldwide.


INFO SESSION DETAILS
 

Date / Time

Thursday, September 14, 2023
5:00 - 7:00 PM

Location

2330 Marinship Way, Suite 100
Sausalito, CA 94965

RSVP Required

Click Here to RSVP



CABIN AND BAREBOAT PRICES*

Enrollment for the Sail the Windward Islands 2024 flotilla opens September 14. Stay tuned to our weekly newsletter emails to receive updates.


OCCUPANCY
 
Early Pricing** Standard Pricing
Cabin - Single Occupancy
 
$7,250
 
$7,613
 
Cabin - Double Occupancy
 
$7,750
 
$8,138
 
Bareboat - Sunsail Catamaran
 
$12,876
 
$13,519
 
Bareboat - Sunsail 44 Premier Monohull
 
$10,468
 
$10,991
 
Bareboat - Sunsail 47 Monohull
 
$8,103
 
$8,508
 


*A deposit of 50% of your cabin or bareboat choice is due at time of enrollment. Remaining balance is due January 10, 2024.
**Early Pricing ends October 15, 2023.


PROPOSED ITINERARY AND TRAVEL DETAILS

Learn more about the proposed itinerary and travel considerations in the Sail the Windward Islands 2024 Information Packet.

Once crew are signed up, a meeting will be scheduled to give you the opportunity to meet your fellow crew and captains to discuss travel plans, provisioning, and more.

Do you have questions about this flotilla or the September 14 Info Session? Call our friendly office at (415) 331-8250 or Email Us


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Testimonials

  • Emma & George Stubbs, Sausalito

    We just took our ASA 106 at a school in Rhode Island as we prepare for 6 months of cruising in the Caribbean. The class was great, but more than anything it made us really appreciate the quality of teaching and rigor at Modern Sailing. Even though we were the newest to sailing, the group seemed to think that we had the best fundamentals. We felt very well prepared and we see why Modern Sailing has the reputation it does.

  • Rolf Zingg

    Since many, many years, I had the dream to sail underneath the Golden Gate bridge. On October 14th last year, my dream became true. Thanks to our dear friend Aaron Fritz who made it possible and organized this cruise for us. With this adventure I was able to achieve one more milestone on my sailing career.

    Finally on the water, it was great! Full moon made the flows even stronger and it was like sailing in a washing machine.

    I did my sailing education in the English Channel, where the situation with the wind and flows is comparable to the San Francisco Bay. So I felt pretty much "at home" being on the helm in the Bay.

    I hope our skipper Stan Lander enjoyed this day cruise too. We, definitely did! It was an unforgettable experience for all of us.

    A very big thank you to all of you who made it possible, that my dream became reality! Also thank you for the MSC flag I got at the end of the day. It found it's place in my study, where I can see it daily.

    Rolf Zingg
  • Alisa Driscoll, Dual Site Member

    Here are some snaps of Our Saturday, August 20, 2022 Modern Sailing Expedition with Captain Robert Bivin, who was outstanding. Please convey photos and thanks to him. He is an outstanding individual, leader and sailing instructor. His knowledge and experience made us all feel safe and our Farallones Day Trip educational and just amazing. 

    Alisa Driscoll

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Modern Sailing School & Club

Sausalito Location
2310 Marinship Way, Sausalito, CA 94965
(415) 331-8250
(800) 995-1668

Berkeley Location
1 Spinnaker Way, Berkeley, CA 94710
(415) 331-8250
(800) 995-1668

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