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Cuba Land and Sea!

January 7 - 21, 2025

   What better way to experience Cuba than by Land AND Sea!

You will experience the true essence of Cuba as you travel under the “Support of the Cuban People” category, forging meaningful connections with the local community through our collaboration with authentic Cuban operators and entrepreneurs.  By the end of our time together, you will better understand this dynamic place and what makes it so special.

   We've partnered with a well-established agency that specializes in educational Cuba.
Explore history, art walks and private city tours. Sample some of the best food on the island such as authentic farm-to-table lunch and dinner with spectacular views. We will stay at the cutest Casa Particulares in Havana and Trinidad and enjoy full breakfasts each day made with love, by your casa hosts.

   After a few days of exploring by land, we find our sea legs, for a spectacular week of sailing! The multiple tiny islands we will visit are part of the Canarreos Archipelago. Coral reefs, pristine beaches, and awesome snorkeling and diving that attract enthusiasts from all over the world. Fish and lobster in abundance, prepared by our Cuban chefs, aboard for the week.

   Get ready to be captivated by the sheer fascination of this extraordinary nation, where time seems to stand still, and every moment is filled with vivid hues and vibrant energy. From the rhythmic beats of salsa echoing through the cobblestone streets of Havana to the colonial architecture adorned with vibrant pastel shades in Trinidad, Cuba casts an

irresistible spell on all who visit.

Included In Land Package:

  • Visas and all paperwork handled by our affiliate partner and mailed to you directly.

  • 6 nights at casas, tours, some meals, admissions etc

  • Private bus and driver

Included In Land Package:

  • 7 nights aboard luxury catamaran

  • Captain and cook

  • Galley Equipment

  • Bed Linens and towels

  • Basic Paper Products and Essentials

  • Snorkel gear

  • End Cleaning

  • Dock and Port Fees and boat Taxes

  • Vessel insurance

  • Damage Waiver Insurance
     

NOT Included Overall:

  • Airfare and baggage fees

  • Personal Travel Insurance (mandatory)

  • Two lunches and two dinners

  • Alcohol

  • Personal specialty foods

  • Tips for the Cuban ground team

Daily Itinerary

01

DAY

Tuesday, Jan 7th

Arrival to Cuba

Check into Havana Casas

 

Welcome dinner at 7pm Location TBD

DAY

02

Wednesday Jan 8th


Walking tour: 4 plazas


Tour of Museo de Bellas

 

Artes with private docent guide if time allows


Dinner on your own


Classic Car Cruise (included)

DAY

03

Thursday, Jan 9th

Visit Cuba Libro or other donation place


Depart towards Trinidad


Lunch on the road


Upon arrival: Walking Tour around the city of Trinidad

 

Check in to Casas
 

Dinner in Trinidad, night cap at Disco Ayala, set inside a natural cave


Depart for Cienfuegos


Lunch in Cienfuegos


Tour in town

04

DAY

Friday, Jan 10th

 

Walking tour of Trinidad – history, Santeria religion, architecture


Depart for Cienfuegos
 

Walking tour Punta Gorda and Main Plaza of Cienfuegos
 

Lunch on rooftop with views of the harbor.

 

Pelicano in Cienfuegos.
 

Drop off at the boats by 4pm.

4-10

DAYs

Jan 11-18 SAILING

Check into our boats

 

Debriefing with your captain
 

Cienfuegos – Cayo Guano del Este
 

Cayo Guano del Este to Playa Sirena/Cayo Largo
 

Cayo Largo – Cayo Cantiles
 

Cayo Cantiles – Estopa

Canal – Cayo Rico – Cayo Largo
 

Cayo Largo – Cayo Sal
 

Cayo Sal –Cienfuegos
 

Stay aboard at the dock in Cienfuegos
 

11

DAY

Saturday | Jan 18th

Pick up at Cienfuegos and transfer to Havana
 

On the way to Havana,

 

Visit Bay of Pigs, stellar views and lunch beachside swim, mojitos. Hang at the beach. Remember to bring your own towel.
 

Arrival to Havana. Check into Casas.

 

Walk to Art factory for private tour of original Cuban artists, with the curators

 

Dinner at one of the 3 restaurants in the Art Factory (dinner not included).

12

DAY

Sunday | Jan 19th

 

Visit art collective, meet Cuban artists, if there’s time, a rooftop viewpoint for pictures


Drive to Hemingway’s Havana home Finca Vigia for a tour

 

Drive to Cojimar (where Old Man and the Sea was inspired) back to Havana for walking tours of Hemingway’s favorite watering holes.
 

Dinner in Havana (not included)

DAY

13

Monday | Jan 20th

 

Alternate day of touring or they depart for US


Excursion day to Vinales. (Includes bfst lunch and dinner)

Visit a tobacco farm, purchase directly from the farmers

 

Lunch organic farm/restaurant Finca Paraiso
 

Walking tour of the center of Vinales
 

Dinner at restaurant Las Terrazas, a coffee plantation and beautiful farm for dinner
 

Return to Havana

DAY

14

Tuesday | Jan 21st

 

Departure day for everyone else.
Final Adios! Shuttles will take guests back for flights all day 
included)

Please Note:

We MUST speak on the phone and your forms must be returned with deposit to hold your spot. Email me here - joy@joyridecharters.com

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