Hola Sun Holidays

What Hola Sun Holidays does

Hola Sun Holidays is a privately held Canadian travel agency and tour operator founded in 1991 and headquartered in Richmond Hill, Ontario. The company positions itself as a Cuba specialist, offering vacation packages across 14 Cuban destinations including Cayo Santa Maria, Varadero, Cayo Coco/Guillermo, Holguin, Havana, and Trinidad, with access to more than 100 hotels. Its core product is the package vacation combining roundtrip flights from nine Canadian departure cities, hotel accommodation, ground transfers, meals, tourist card, and in-destination representative service. The company has recently expanded its marketed portfolio to additional Caribbean and Latin American destinations including the Bahamas, Colombia, Costa Rica, Dominican Republic, Jamaica, Mexico, Panama, and Peru.

The business operates a dual go-to-market model. The primary channel is a B2B network of Canadian travel agents who access a dedicated booking portal at holacaribeagent.ca, supported by FAM (familiarization) trips and product launch events. A direct-to-consumer channel complements this through the holasunholidays.ca website with package search, deals, and destination content. The product portfolio includes vacation packages, air-only, hotel-only (land-only), Sun & City combos, escorted bus tours, long-stay packages, and specialty experiences such as diving. Ancillary revenue comes from the Hola Safety Ring Protection Plan, a $55-per-person add-on offering cancellation flexibility, and from E-Visa processing services for Cuban entry requirements. The company holds TICO registration (#4062527) under Ontario's travel regulator.

Operationally, the firm maintains airline partnerships with Air Canada, Air Transat, WestJet, and OWG Airlines, and a strategic in-destination partnership with Havanatur for ground experiences. Premium sub-brands include Hola Sun Collection Plus and the Cayo Santa Maria All In Experience Program. The company is privately held with 13 employees, no institutional investors, no disclosed management team, and no parent company. No funding rounds have been raised. The business was previously known as Hola Sun Vacations and operates a French-language counterpart brand, Caribe Sol, targeting francophone Canadian travelers.

Name

Hola Sun Holidays

Legal name

Hola Sun Holidays

Website

https://holasunholidays.ca

Company type

Private

Founded year

1991

Operating status

Operating

Headcount range

11–50 employees

Short description

Hola Sun Holidays is a privately held Canadian travel agency founded in 1991, specializing in Cuba vacation packages for Canadian leisure travelers. It distributes packages through a travel agent network and direct consumer website, across 14 Cuban destinations and eight additional Caribbean and Latin American markets.

Ownership category

akta.pro rank

Product category

Travel Agency / Tour Operator Services (Cuba-focused outbound)

NAICS

Tour Operators (561520), Travel Agencies (561510)

akta.pro primary industry

Wellness, Spa & Retreat Travel Agencies (THAKAFAI)

Keywords

• Cuba vacation packages
• Travel agency services
• All-inclusive resort bookings
• Escorted bus tours
• Travel protection plans

Headquarters

HQ city

Canada (Multiple Cities)

HQ country

Canada

HQ region

North America

Offices1 record

Markets served

GTM type

B2C

Offering type

Services

Cost components

Operations, Personnel, Marketing or Sales, Technology or R&D

Revenue model

1. Vacation Packages: Full vacation packages combining flights and hotels to Cuban destinations. Packages include representative service at Canadian airports and in destination, round trip flights, accommodation, meals as reserved, transfers, and various included amenities.
2. Air Only: Flight-only deals to Cuba from multiple Canadian departure cities including Toronto, Montreal, Ottawa, Quebec City, Halifax, Edmonton, Calgary, London, and Hamilton.
3. Hotel/ Land Only: Hotel-only bookings for travelers who arrange their own flights to Cuba.
4. Sun & City Combos: Combination packages pairing beach resort stays with city exploration in destinations like Havana.
5. Escorted Bus Tours: Guided bus tours across Cuba for travelers wanting structured itineraries with local expertise.
6. Long Stay Packages: Extended stay vacation packages for travelers seeking longer durations in Cuba.
7. Hola Safety Ring Plan: Optional travel protection and cancellation plan sold as an add-on to vacation packages, priced at $55.00 per person.

Pricing tiers

Go-to-market motion2 records

Distribution channels3 records

Marketing channels5 records

Core offering

Hola Sun Holidays is a Canadian travel agency and tour operator that sells packaged Cuba vacations to Canadian leisure travelers. Its core offering combines flights, hotel accommodations, airport transfers, in-destination representative support, and optional excursions and protection into single bundled itineraries available across more than 100 hotels in 14 Cuban destinations. The company also distributes inventory through a dedicated travel agent portal at holacaribeagent.ca.

Product overview

Hola Sun Holidays operates as a travel agency offering a comprehensive portfolio of vacation products centered around Cuban destinations. The core offering consists of vacation packages, air-only, hotels-only, Sun & City combos, escorted bus tours, and long stay packages, supplemented by specialty experiences like diving adventures. The company also provides the Hola Safety Ring Protection Plan as an add-on protection product and assists with Cuba E-Visa processing. The 2025-2026 Cuba Collection brochure showcases destinations including Cayo Santa Maria, Varadero, Jibacoa, Holguin, Marea des Portillo, Cienfuegos, Trinidad, Santiago de Cuba, Cayo Coco, Cayo Guillermo, Cayo Cruz, Cayo Paredon, Santa Lucia, and Havana. The company also offers a branded Hola Sun Collection Plus sub-brand featuring enhanced guest-favorite properties and the Cayo Santa Maria All In Experience Program.

Differentiator

Problem solved

Functional benefit

Products and services

• Cuba Vacation Packages Pre-built bundled itineraries combining round-trip airfare from Canada, hotel accommodation, airport transfers in Cuba, and on-the-ground representative support. Sold to Canadian leisure travelers seeking a one-price Cuba vacation across 14 destinations and over 100 hotels.
• Air-Only Bookings Standalone round-trip air-only bookings on partner Canadian carriers (Air Canada, Air Transat, WestJet, OWG Airlines) to Cuban destinations, sold without hotel or transfer components for travelers who arrange their own ground stay.
• Hotels-Only / Land-Only Bookings Standalone hotel and ground accommodation bookings across the company's Cuban hotel inventory, sold without flights for travelers arranging their own air travel.
• Sun & City Combos Combo itineraries that pair a Cuba beach/sun stay with a city-stay component, allowing travelers to combine a resort segment with a city hotel experience in a single booking.
• Escorted Bus Tours Guided group bus tours within Cuba with an escort, packaged for travelers who want a structured sightseeing experience in addition to a beach stay.
• Long Stay Packages Extended-duration Cuba vacation packages designed for travelers seeking multi-week stays, typically marketed to snowbirds and long-stay leisure travelers.
• Specialty Cuban Experiences Optional in-destination excursions and experiences in Cuba, sourced via the Havanatur partnership, sold as add-ons to package or land bookings.
• Hola Safety Ring Protection Plan Opt-in travel protection add-on priced at $55 per person, providing cancellation flexibility and supplementary protection layered onto a Cuba booking. Sold per traveler alongside a package or land booking.
• Hola Sun Collection Plus Premium sub-brand offering within the Hola Sun Holidays catalog, presenting a curated upper-tier collection of Cuba hotels and experiences.
• Cayo Santa Maria All-In Experience Program Destination-specific all-inclusive experience program focused on Cayo Santa Maria, packaging accommodations and on-property experiences for travelers choosing that Cuban destination.

Named customers2 records

Segments3 records

Ideal customer profiles2 records

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Partnerships

Five partnerships are on record, tiered minor and core.

• WestJetminorChannel Partner/ Reseller/ Distributor · 22 December 2025New direct flight partnership from Toronto to Havana aboard WestJet with Thursday departures. Announcement dated December 2025.
• OWG AirlinescoreChannel Partner/ Reseller/ Distributor · 18 September 2020Partnership with OWG Airlines (Off We Go!) as a new air carrier for Hola Sun Holidays. OWG operates flights to Cuban destinations with safety measures in accordance with Transport Canada. Partnership announced September 2020.
• HavanaturcoreStrategic or Co-development Partner · 21 June 2019Partnership with Havanatur for comprehensive Cuba experiences including city tours in historic Havana, jeep safaris, catamaran cruises, and visits to cigar and rum factories. Partnership announced June 2019.
• Air CanadacoreChannel Partner/ Reseller/ DistributorPartnership with Air Canada for flights to Cuba from Canadian cities. Mentioned as one of the airline carriers offering flights with baggage allowances.
• Air TransatcoreChannel Partner/ Reseller/ DistributorPartnership with Air Transat for flights to Cuba. Air Transat offers 23kg checked luggage and 1 carry-on with flights. Used for agent FAM trips.

Scale indicators3 records

Recent moves6 records

Expansion highlights5 records

Direct peers

• Nolitours: Canadian tour operator historically focused exclusively on Cuba, now operating under the Transat umbrella. Most directly comparable peer given its near-identical Cuba-specialist positioning and package offerings.
• Marlin Travel: Canadian travel agency franchise network offering vacation packages to Cuba and other sun destinations through agent-led sales. Comparable on agent-based distribution and Canadian leisure traveler focus.
• Air Canada Vacations: Airline-affiliated Canadian tour operator offering vacation packages to Cuba and other sun destinations from Canadian gateways. Comparable product mix and Air Canada partnership is one of Hola Sun's airline relationships.
• Signature Vacations: Canadian tour operator (now under Transat) offering premium and standard package vacations to Cuba, Mexico, and the Caribbean. Comparable on package structure, Canadian traveler focus, and resort-tier offerings.
• Travel Network (TPI): Canadian travel agency network supporting independent agents with booking tools and supplier access. Comparable on B2B agent distribution model and Canadian travel market focus.
• Sunwing Vacations: Canadian tour operator offering package vacations (flight + hotel) to Cuba, Mexico, and the Caribbean from multiple Canadian cities. Closest direct competitor to Hola Sun in terms of product mix, distribution model, and Canadian leisure traveler focus.
• Air Transat: Major Canadian tour operator (Transat A.T.) with a strong Cuba focus and historically operated the Nolitours brand dedicated to Cuban destinations. Comparable on package structure, Canadian departure cities, and airline-operator integration.
• WestJet Vacations: Canadian tour operator offering all-inclusive and hotel packages to Cuba and the Caribbean, leveraging WestJet's airline network. Directly comparable on Canadian departure cities, package format, and Cuba product depth.
• Flight Centre Canada: Large Canadian retail travel agency franchise selling vacation packages including Cuba and Caribbean destinations. Comparable on retail/agent-led distribution model for Canadian leisure travelers.

Broad incumbents

• Booking.com: Global online travel agency with extensive Cuba hotel inventory. Competes with Hola Sun for direct consumer bookings and represents the structural disintermediation pressure on traditional tour operators.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat3 records

Key risks6 records

Key highlights7 records

Customer concentration

• LinkedInlinkedin.com/company/hola-sun-holidays

Compliance1 record

Revenue estimate

Valuation estimate

Number of profiles

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Hola Sun Holidays