Sardinia, Italy

with Tailwind Endurance

9 Nights - April 26 thru May 5, 2018

This is the ultimate in sporty travel events!  Sprint or 70.3 triathlon on Saturday ... 5k, 10k, or half marathon on Sunday ... then 5 more days of cycling, strength training, running, swimming, spa, food & fun.


Tailwind Endurance hosts this super sporty, thrilling event in Sardinia Italy!  All levels are welcome, including beginners, as we will have multiple options to choose from daily.  Participants train and race alongside local Italian athletes, and many Europeans as well.  Join us on this extraordinary journey to one of the most picturesque destinations on the planet.  


Guests arrive Thursday, prepare on Friday, race a triathlon on Saturday, race a running event on Sunday, attend a swim intensive with Earl on Monday, then explore the island for 4 more absolutely epic days.  Training programs in NYC will be offered to prepare you!

Space is limited to 16 guests.

Beginner triathletes ... train for your first triathlon, and race a sprint in Italy!!  

Experienced triathletes ... take on a fast sprint or the 70.3 challenge!!  

All guests ... choose from 5k, 10k, or half marathon as your second day in a row challenge.  

Tailwind will offer an 18 week training program in New York City beginning in January, in order to prepare you for these outstanding races.   

Photos and Videos

Register for the races!!  Committing to something promotes high quality, dedicated training, and mega performance enhancement.  The events are extremely well done, with attention to detail, you will have a spectacular experience.



Chia Laguna Resort is our home for 5 precious nights.  It is just in front of the most beautiful beaches, with golden sands and turquoise waters.  The landscape is painted with shades of green and blue, and the lagoons are filled with pink flamingos.  The setting looks almost fake in it's perfection, as nature comes alive in all her glory.  If you are ready to "Get Racy", choose between the Sprint or 70.3 triathlon on Saturday ... then 5k, 10k, or half marathon on Sunday.  Chia Laguna has everything ... gorgeous rooms, delicious restaurants, swimming, pools, bars, nightlife, a luxurious spa, and plenty of secluded places to relax.


Next we spend 4 precious nights at Hotel Catalunya in the seaside town of Alghero, a medieval city that is surrounded by ancient walls.  We secured the upper most floors of the hotel, with the best possible rooms.  Breakfast each morning will be served on the panoramic rooftop terrace.  From Alghero we embark on some of the most breathtaking and challenging cycling routes.  There will also be time for sightseeing.






Pricing Per Person - 9 Nights

$1,000 deposit due at the time of registration – Payment due in full by March 1, 2018


Double Occupancy

  • $4,495 per person 

    • Payment Plan - $1,000 deposit then 4 x $875 per month beginning Dec 1 ​

Single Occupancy

  • $5,495 per person 

    • Payment Plan - $1,000 deposit then 4 x $1,125 per month beginning Dec 1 ​



  • 5 nights at Chia Laguna - an absolutely gorgeous seaside resort

  • 4 nights in Alghero - the most exclusive rooms on the highest levels of the hotel

  • High quality road bike rental

  • All meals - breakfast/lunch/dinner (during bike rides in Alghero, lunch is sports nutrition)

  • Pre-race swim, bike, run ... shake out the legs, feel the water, check your bike

  • Race support for triathlon and running events

  • 5 days of guided cycling (3 of these can be long, all day rides in Alghero)

  • 1 swim intensive day

  • 1 morning of beach strength + run 

  • 7 restorative stretch sessions 

  • A stellar, off the hook itinerary of training and FUN!

  • Private coaches to look after you all week long

  • Bike mechanic and SAG when needed

  • Airport transfers from Cagliari on April 26, and to Olbia on May 5

  • All transport in Sardinia

  • Complimentary wifi at hotels

  • Athlete gift bag!!


Not Included

  • Flights

  • Spa Treatments

  • Alcohol


Questions and Information

Please contact Laura…


Cancellation Policy

$500 penalty if cancelled prior to Feb 1, 2018

$1,000 penalty if cancelled Feb 1 thru Feb 28, 2018

No Refund if cancelled on or after Mar 1, 2018, but you may sell your spot


Subject To Change

All details are subject to change, in order to improve the clients’ experience.

Sardinia Cycling will be our expert partner for this event, in charge of bike rentals, bike maintenance, SAG vehicle, transportation, and cycling guides.  The company is owned by Simona, a former top level triathlete, and Giovanni, with years of competitive mountain biking experience. They now have 3 shops in Sardinia, with 100+ bikes and year round tours.  Their partnerships include Canyon and Campagnolo.


Travel with Lipstick requires an application in order to  get to know our clients, their interests and preferences, and as well, their that we may exceed them.  Once you submit

your application, someone will be in touch within 24 hours.