Cuba Land and Sea! (choose 12 to 14 day length) POSTPONED 2026

We've partnered with a well established approved agency that specializes in educational Cuba for the land portion.
Our fifth Land & Sea excursion to 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’ll stay at the cutest casa particulares in Havana and Trinidad.
Then find your 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, awesome snorkeling/diving attract diving enthusiasts from all over the world.
Cuba Land and Sea Jan 7-21, 2025 additional days 13 and 14
- Day 1 Tuesday Jan 7
Arrival to Cuba, check into Havana Casas, depending on everyone's arrival, welcome dinner at 7pm Location TBD
- Day 2 Wednesday Jan 8
Walking tour of the 4 plazas
Tour of Museo de Bellas Artes with private docent guide if time allows,
Dinner on your own
Classic Car Cruise (included)
- Day 3 Thurs Jan 9
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.
Day 4 Friday Jan 10
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.
Sea Package $2150 includes 7 nights aboard luxury catamaran (dbl occ) All breakfasts lunches and most dinners. Lobster dinner ashore in Cayo Largo not included.
AT SEA ITINERARY – Jan 11-18, 2025 (subject to change due to weather)
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
- Day 11 (following Saturday) Jan 18
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 and then dinner at one of the 3 restaurants in the Art Factory (dinner not included).

(Day 12 If you are going home on this day, after breakfast, ride to airport.)
- Day 12 Sunday Jan 19 (this day included in price of 13 day)
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, then 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 if you are going home on this day, after breakfast, ride to airport.)

- Day 13 Monday Jan 20 (this day included in price of 14 day)
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 21
Departure day for everyone else.
Final Adios! Shuttles will take guests back for flights all day
What’s included in land package
· Visas and all paperwork handled by us and mailed to you directly.
6 nights at casas, tours, some meals, admissions etc
· Private bus and driver
(lots more included - I couldn't list here due to space constraints by Meetup)
Land AND Sea portion for 12 day $4150 ($2150 sea $2000 land)
Land AND Sea portion for 13 day $4400 ($2150 sea $2250 land)
Land AND Sea portion 14 day $4600 ($2150 sea $2450 land)
Single supplement entire land portion (I want my own room on land) add $475
What’s included in Sea package:
7 nights aboard luxury catamaran
Captain and cook (all meals aboard included, except for 1 lunch/1 dinner)
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
Prices overall DO NOT Include:
Airfare and baggage fees
Personal Travel Insurance (mandatory)
Two lunches and two dinners
Alcohol
Personal specialty foods
Tips for the Cuban ground team

NOTE - signing up here does not guarantee you a spot. We MUST speak on the phone and your forms must be returned with deposit to hold your spot. You can email me joy @ joyridecharters dot com or pm me here.