City Break · Culture · History · Nightlife · Bucket List
Havana 14-Day City Break
Overview
Spend 14 days discovering Havana, Cuba — Tropical climate with warm winters (highs around 26°C) and hot, humid summers (highs around 32-33°C); hurricane season runs June to November, peaking August-October. November to April is the dry season with pleasant temperatures and lower humidity, avoiding the June-November hurricane risk window. This itinerary blends Museo de la Revolución, Old Havana (Habana Vieja) walking tour, Malecón seafront promenade with free time to explore at your own pace, backed by round-trip flights, handpicked accommodation, and a dedicated travel consultant from enquiry through departure.
Highlights
- Museo de la Revolución
- Old Havana (Habana Vieja) walking tour
- Malecón seafront promenade
- Viñales Valley tobacco region
Day-by-Day Itinerary
DAY 1
Arrive in Havana
Land at José Martí International Airport (HAV) and take your included private transfer to your hotel. After settling in, ease into the trip with a relaxed visit to Museo de la Revolución — Cuban Revolution history museum in the former Presidential Palace. Round off the evening with a welcome dinner introducing you to local flavors.
DAY 2
Havana: Old Havana (Habana Vieja) walking tour & Classic convertible car tour (Malecón/city loop)
Morning visit to Old Havana (Habana Vieja) walking tour — UNESCO World Heritage colonial old town guided tour. In the afternoon, continue to Classic convertible car tour (Malecón/city loop) — Ride in a vintage 1950s American convertible around the city. Evening free to explore local restaurants and nightlife.
DAY 3
Havana: Fábrica de Arte Cubano (FAC) & Museo Nacional de Bellas Artes
Morning visit to Fábrica de Arte Cubano (FAC) — Converted factory hosting art, live music and nightlife. In the afternoon, continue to Museo Nacional de Bellas Artes — National fine arts museum with a strong Cuban art collection. Evening free to explore local restaurants and nightlife.
DAY 4
Day Trip to Viñales Valley tobacco region
Full-day excursion to Viñales Valley tobacco region, a popular side trip from Havana. Return to Havana in the evening with time free to explore on your own.
DAY 5
Leisure Day & Optional Activities
A lighter day to recharge, shop, or add an optional experience. Popular choices include Fusterlandia in Jaimanitas — your consultant can book add-ons like this on request.
DAY 6
Havana: Fortaleza San Carlos de la Cabaña (evening cannon ceremony) & Tropicana Cabaret show
Morning visit to Fortaleza San Carlos de la Cabaña (evening cannon ceremony) — Historic fortress hosting the nightly 9pm cannon-firing ceremony. In the afternoon, continue to Tropicana Cabaret show — Legendary open-air cabaret with dancers, established 1939. Evening free to explore local restaurants and nightlife.
DAY 7
Day Trip to Playas del Este beaches
Full-day excursion to Playas del Este beaches, a popular side trip from Havana. Return to Havana in the evening with time free to explore on your own.
DAY 8
Havana: Partagás Cigar Factory tour & Museo del Ron Havana Club
Morning visit to Partagás Cigar Factory tour — Guided tour of a historic hand-rolled cigar factory. In the afternoon, continue to Museo del Ron Havana Club — Rum museum with distillery history and a tasting. Evening free to explore local restaurants and nightlife.
DAY 9
Leisure Day & Optional Activities
A lighter day to recharge, shop, or add an optional experience. Popular choices include Callejón de Hamel Sunday rumba sessions — your consultant can book add-ons like this on request.
DAY 10
Day Trip to Hemingway's Finca Vigía in San Francisco de Paula
Full-day excursion to Hemingway's Finca Vigía in San Francisco de Paula, a popular side trip from Havana. Return to Havana in the evening with time free to explore on your own.
DAY 11
Havana: Hemingway trail tour (Finca Vigía and Cojímar) & Callejón de Hamel Afro-Cuban art tour
Morning visit to Hemingway trail tour (Finca Vigía and Cojímar) — Guided tour of Ernest Hemingway's Havana home and favorite fishing village. In the afternoon, continue to Callejón de Hamel Afro-Cuban art tour — Guided visit to the mural-covered Afro-Cuban cultural alley. Evening free to explore local restaurants and nightlife.
DAY 12
Havana: Malecón seafront promenade & Plaza Vieja
Morning visit to Malecón seafront promenade — 8km oceanfront esplanade, Havana's social heart at sunset. In the afternoon, continue to Plaza Vieja — Restored colonial square with colorful facades. Evening free to explore local restaurants and nightlife.
DAY 13
Leisure Day & Optional Activities
A lighter day to recharge, shop, or add an optional experience. Popular choices include Necrópolis Cristóbal Colón (grand cemetery) — your consultant can book add-ons like this on request.
DAY 14
Departure Day
Enjoy a final morning at leisure — perhaps one last visit to Plaza de la Catedral or some souvenir shopping — before your private transfer to HAV for your departure flight.
Included
- ✓ Round-trip economy-class airfare from your selected origin city (upgrade to premium economy or business available)
- ✓ 13 nights accommodation in your selected category (Budget, Mid-range, Premium, or Luxury)
- ✓ Daily breakfast at your hotel
- ✓ Private round-trip airport-to-hotel transfers
- ✓ Daily local transport as per the itinerary
- ✓ Guided tours including Museo de la Revolución, Old Havana (Habana Vieja) walking tour, Malecón seafront promenade
- ✓ All entrance fees for attractions and activities listed in the itinerary
- ✓ Applicable taxes and OTA service fee
- ✓ Dedicated travel consultant support from booking through departure
Not Included
- ✕ Visa fees and travel document costs (see Visa Information)
- ✕ Travel insurance (strongly recommended, available as an add-on)
- ✕ Lunches and dinners except where noted in the itinerary
- ✕ Personal expenses, souvenirs, and gratuities
- ✕ Optional activities not listed in the day-by-day itinerary
- ✕ Airline seat selection and baggage upgrades
- ✕ Any fare difference for premium economy or business class upgrades
Good to Know
- Best Time to Visit
- November to April is the dry season with pleasant temperatures and lower humidity, avoiding the June-November hurricane risk window.
- Currency
- CUP
- Languages
- Spanish
- Time Zone
- CST (UTC-5)
- Nearest Airport
- José Martí International Airport (HAV)
- Avg. Flight Time
- ~15.7h from major hubs (estimate; varies by origin — see Suggested Flights)
- Visa Information
- Most visitors need a Cuban Tourist Card (visa) arranged in advance or through the airline before travel. US citizens and permanent residents face additional OFAC restrictions limiting travel to 12 authorized categories (such as "Support for the Cuban People") and cannot travel purely as a tourist — proper documentation of a qualifying purpose is required. Indian nationals and most others need the standard Tourist Card plus travel/health insurance valid in Cuba.
Frequently Asked Questions
Do I need a visa to visit Havana?
Most visitors need a Cuban Tourist Card (visa) arranged in advance or through the airline before travel. US citizens and permanent residents face additional OFAC restrictions limiting travel to 12 authorized categories (such as "Support for the Cuban People") and cannot travel purely as a tourist — proper documentation of a qualifying purpose is required. Indian nationals and most others need the standard Tourist Card plus travel/health insurance valid in Cuba.
What is the best time to visit Havana?
November to April is the dry season with pleasant temperatures and lower humidity, avoiding the June-November hurricane risk window. Tropical climate with warm winters (highs around 26°C) and hot, humid summers (highs around 32-33°C); hurricane season runs June to November, peaking August-October.
What's included in this package?
Round-trip airfare, accommodation, daily breakfast, airport transfers, daily local transport, and guided tours to the attractions listed in the itinerary. See the Included / Not Included sections for full detail.
Can the itinerary be customized?
Yes — this itinerary is a starting point. Your travel consultant can add, remove, or reorder activities, extend your stay, or upgrade your hotel category before you book.
What is the cancellation policy?
Cancellations made 30+ days before departure: full refund minus a $99 processing fee. 15-29 days before departure: 50% refund. 0-14 days before departure or no-show: non-refundable. Airline and hotel supplier cancellation terms may be stricter than this policy and apply in addition — your travel consultant confirms exact terms before payment is taken. No online payment is collected on this site; a consultant confirms final pricing and availability with you directly before any booking is confirmed.
Is Havana safe for tourists?
Havana is generally safe for tourists who take standard precautions — avoid poorly lit areas at night, keep valuables secure, and use licensed transport.
What currency should I bring to Havana?
The local currency is CUP. Carry some cash for smaller vendors — card acceptance can be inconsistent outside major hotels and malls.
Is this package good for a honeymoon or family trip?
This itinerary suits couples, solo travelers, and small groups equally well — talk to your consultant about tailoring it further.
Traveler Reviews
Lukas Dubois
★ 4.6
France • 2026-02-11
Havana is stunning and this package covered the essentials well, especially Fortaleza San Carlos de la Cabaña (evening cannon ceremony). The hotel could have been a little closer to the center but transport was easy.
Grace Patel
★ 5
United Kingdom • 2026-01-10
We added a couple of optional activities beyond Old Havana (Habana Vieja) walking tour and don't regret it. Good value for what was included, and the food recommendations from our guide were spot on.
Mia Botha
★ 4.4
South Korea • 2025-04-23
Everything was handled for us — flights, hotel, transfers, and tours to Hemingway trail tour (Finca Vigía and Cojímar) and Plaza Vieja. Great communication from the consultant before departure too.
James Dubois
★ 3.6
Germany • 2025-03-16
Our trip to Havana was fantastic from start to finish. The hotel was clean and well located, and the guided visit to Museo Nacional de Bellas Artes was a real highlight. Airport transfers were on time both ways.
Wei Brown
★ 4.1
United Kingdom • 2025-04-18
Booked this as a solo trip and it was well paced. Old Havana (Habana Vieja) walking tour in particular stood out. A couple of the transfers ran a little late but nothing that spoiled the trip.
David Fernandez
★ 4.7
Italy • 2025-05-04
Havana is stunning and this package covered the essentials well, especially Fusterlandia. The hotel could have been a little closer to the center but transport was easy.