Classic convertible on a Havana street
Small Group Tour

Havana
Weekend

Four days in the capital—Friday to Monday—for travelers who only have a long weekend. Old Havana, rum and cigars, a long convertible to Hemingway’s house and Fusterlandia, then Sunday rumba at Callejón de Hamel. Havana only; no countryside loop.

4 DAYS / 3 NIGHTS
HAVANA
Download PDF itinerary
Tripadvisor 2026 Travelers' Choice
Tour duration4 days / 3 nights
Legal travel for US citizens
PaceEasy days
Local English-speaking guides
Selected accommodations
Private air-conditioned transportation
Entrance fees to activities & local attractions
Daily breakfast

Havana

Cuba’s vibrant capital is a living museum where vintage cars roll past pastel-colored colonial buildings. Travelers are drawn to its electric energy, legendary nightlife, and the historic charm of Old Havana.

Activities

  • Old Havana walking tour

    Walking tour of the colonial core—plazas, lanes, and architecture from the 16th through 19th centuries.

  • Rum & cigars

    Havana Club museum with tasting and Partagás—Saturday, while those doors are open.

  • Convertible · Finca · Fusterlandia

    A long classic-car circuit through modern Havana, Hemingway’s Finca Vigía, and José Fuster’s tiled neighborhood.

  • Callejón de Hamel & salsa

    Sunday rumba in the Afro-Cuban alley, then a salsa lesson and rooftop mixology.

Included Services

Cuban visa & paperwork

We'll assist you with the Cuban visa (about five minutes), filling out the D'Viajeros form, and any other paperwork you might need for the trip.

Airport transfers

Door-to-door arrivals and departures when included on your quote.

Private ground transport

Ground transport is private to your party. On small-group departures, vehicles carry only travelers booked on that same tour—we never mix unrelated guests into your route transfers.

Expert local guiding

Bilingual storytellers and specialists aligned with Support for the Cuban People.

Boutique casas particulares

Hand-picked casas particulares or quoted hotel upgrades—rooming on your confirmation. Every room has its own private en-suite bathroom, air conditioning, and hot water.

Scheduled entries & cadence

Museums, parks, and timed visits as listed for your tour style.

Meals

Daily breakfast at the casa. Lunches and dinners are not included.

Not included

International flights

Travelers join us from across the United States and from other countries, so we leave flights to Cuba to you—you choose the routing that works from home.

Lunches & dinners

We leave these meals off the package so you have more flexibility to choose where to eat each day. We're more than happy to recommend places and make reservations whenever you need.

Tips & gratuities

Tipping is customary in Cuba, but it isn't compulsory. In other words, it's optional.

Travelers enjoying Cuba with Cuba 360 Tours

“As a US citizen, I was worried about the rules. Cuba 360 handled everything—the trip from the States was easy.”

Sarah F. · United States

Legal Travel for US Citizens

We've brought thousands of US families to Cuba. Since 2017, more than 5,000 US travelers have joined our OFAC-compliant itineraries.

100% OFAC Compliant

Our itineraries are designed to fulfill the "Support for the Cuban People" general license (31 CFR § 515.574). Each day includes a full-time schedule of meaningful interactions that support independent Cuban civil society.

Worry-Free Documentation

  • Certified full-time schedule for your trip length
  • Professional record-keeping and traveler-facing certificates
  • Direct support to private entrepreneurs and casas

Upcoming Tour Dates

Departures for this route are limited. Ask for the next small-group dates or a private version of the same plan.

DEC4

Dec 4, 2026 – Dec 7, 2026

11 spots left

From $500 / person

Single supplement$100(per person staying in a private room or a single room)

Party capped at 12 travelers (1 reserved).

ReserveQuestions
DEC11

Dec 11, 2026 – Dec 14, 2026

10 spots left

From $500 / person

Single supplement$100(per person staying in a private room or a single room)

Party capped at 12 travelers (2 reserved).

ReserveQuestions
DEC18

Dec 18, 2026 – Dec 21, 2026

11 spots left

From $500 / person

Single supplement$100(per person staying in a private room or a single room)

Party capped at 12 travelers (1 reserved).

ReserveQuestions
DEC25

Dec 25, 2026 – Dec 28, 2026

10 spots left

From $500 / person

Single supplement$100(per person staying in a private room or a single room)

Party capped at 12 travelers (2 reserved).

ReserveQuestions
JAN1

Jan 1, 2027 – Jan 4, 2027

12 spots left

From $500 / person

Single supplement$100(per person staying in a private room or a single room)

Party capped at 12 travelers (0 reserved).

ReserveQuestions
JAN8

Jan 8, 2027 – Jan 11, 2027

12 spots left

From $500 / person

Single supplement$100(per person staying in a private room or a single room)

Party capped at 12 travelers (0 reserved).

ReserveQuestions

Showing 1–6 of 9

Pricing for this trip

Small-group pricing reflects season and the published itinerary. Confirmed per-person rates and single-room supplements for each departure are listed with the dates on this page. When you book, we finalize inclusions and rooming.

Pricing & availability

$500 / person (double occ.)

Exact prices for each departure are listed above.

Single supplement $100

Book / Request a quote

Single supplement

Prefer your own room instead of sharing? A $100 supplement applies for a private room for the full tour—one total charge per traveler in a single room (not per night). Sample private-room figure for planning—confirm on booking.

Support Local

Your trip channels spending toward private casa hosts, paladar owners, drivers, and guides.

Talk to Cuba 360

Traveling as a couple, family, or with friends?

A private version of this route often gives couples, families, and groups of friends more—your own dates, vehicle, and pace. Solo travelers are a better fit for these set small-group dates.

View private tours

The Casa Particular
Experience

We host you in curated Casas Particulares—boutique, family-run B&Bs that offer the warmth of a Cuban home with the amenities of a well-appointed guest suite.

Authentic Soul

Stay in restored homes with character, art, and conversation at the breakfast table.

Local Flavor

Hand-prepared breakfasts with farm-fresh tropical fruits and Cuban coffee.

Learn More
Boutique bedroomCourtyard
Rooftop terraceBreakfast

Day by Day

Expand each step for activities and pacing.

Download PDF itinerary
Welcome to Cuba! A member of Cuba 360 will pick you up at the airport. Look for our logo with your name on it (or the name of the person in your party who booked the holiday). Next, you will be transferred to your accommodation. There are several options of places to check out during the evenings. After all, Havana’s nightlife is as unique as its culture and history. We’ll be happy to arrange some of them for you if you want us to. Here are some of the options: • Visit the Cuban Art Factory (or FAC as locals call it), a space that joins together good drinks with some of the best Cuban contemporary art (Photography, Sculpture, Interior Design, Fashion, Painting, Music, Film, Theatre, etc.). The Cuban Art Factory only opens on weekends and sometimes closes for special events that happen in Havana. • Head to San Carlos de La Cabaña fortress and witness the Cannon Shot Ceremony, a unique and picturesque show that has been happening every night for the last 300 years. • Enjoy a unique show at world-famous Tropicana Cabaret, one of the few bastions of Havana’s Las Vegas–style nightlife to survive the revolution. These evening outings are optional extras. We’ll happily arrange them if you’d like, but any costs that follow—tickets, cover charges, drinks, or extra transport—are not included in the tour package.

Voices of the Journey

Real stories from travelers who have explored the rhythmic heart of Cuba with us.

“
Portrait of a woman smiling
Tieu

Bella Cuba

Unforgettable trip and people

...The whole trip has been one of the best I've had. I miss the people I met and the friends I made there!

“
Portrait of a young man with glasses
William R

Bespoke itinerary (based on Bella Cuba tour)

Excellent time in Cuba

We had a great experience with our Cuba 360 Bella Cuba tour. Daynel, our guide, was top-notch. For our week-long stay, we were drawn toward all the positive reviews, and they do not exaggerate...

“
Young woman laughing
Norm

Taste of Cuba

Far More Than Expected!

My wife and I went on a ... Taste of Cuba Tour, covering the west half of the country... We covered all the natural, historic, cultural, and gastronomic attractions in the area. We had a great guide in Beberli ... I highly recommend this tour, especially if Beberli is the tour guide!

“
Anne A
Anne A

Bella Cuba

Amazing tour! Amazing tour guide!

I loved everything about this tour. From the customized planning, the places we stayed and the tour guide Claudia!! I highly recommend this company!!

Tripadvisor 2026 Travelers' Choice
100%

Positive Feedback

Our travelers consistently rate their Cuba 360 experience as the highlight of their year.

165 reviews on TripAdvisor

5.0 overall rating
See more reviews

Through the Lens

Moments from the road — the textures, light, and rhythm of Cuba as our travelers experience it.

Plan Your Trip

Book
Havana Weekend

Each departure shows a confirmed per-person rate and single-room supplement. Pick a date to book or write us with questions. Our team aligns flights, visas, and licenses with your itinerary.

Boutique Itineraries • US-Rule Aligned • Local Partners

Frequently asked questions

Practical answers for traveling to Cuba with us—especially if you are coming from the United States.

Before you fly

Passport, eVisa, insurance, D’Viajeros, and cash in one printable page.

Open the travel checklist

Want more tips for the trip?

Our guidebook has a lot more advice on traveling to Cuba—practical tips, what to expect on the ground, and stories from the road.

Explore the guidebook