In 2027, Canadians will have more airlift to Barbados with daily year-round service from Toronto, new yearly weekly flights from Montreal with Air Canada plus a seasonal daily service with Air Transat until April and a seasonal daily service from Halifax with Air Canada.

A full calendar of events makes every month a good time to visit Barbados. Holetown Festival (Feb.) is one of Barbados’ longest-running cultural celebrations, commemorating the first English settlement. Oistins Fish Festival (Easter 2027) celebrates Barbados’ fishing community and culinary traditions with fresh Bajan seafood, music, arts and crafts and traditional competitions. Barbados Reggae Weekend (Apr. 23–25) lights up the island with reggae and Caribbean music, offering a strong spring travel hook for music, entertainment and culture coverage. Barbados Gospelfest (May) is a longstanding arts festival featuring Barbadian, regional and international performers. Crop Over Festival (summer) is Barbados’ premier cultural festival rooted in the traditional celebration marking the end of the sugar-cane harvest. Barbados Food and Rum Festival (fall) is Barbados’ signature culinary event, spotlighting Barbadian chefs, mixologists, local cuisine and the island’s centuries-old rum heritage. Run Barbados (December) is an annual running series attracting recreational and competitive runners for a multi-race weekend.

Opening 2027, Pendry Barbados will make the brand’s Caribbean debut on Barbados’ northwest coast near historic Speightstown. The luxury resort will feature 80 oceanfront guestrooms and suites, 46 private residences, Spa Pendry, dining and social spaces and a 110-berth marina. Barbados will also host the 45th Caribbean Travel Marketplace (May 18–21), bringing the Caribbean tourism industry’s major B2B event back to the island.

Belize 

Canadians can get to Belize more easily in 2027 with new nonstop service from Winnipeg to Belize City launching this December from WestJet, adding another direct Canadian gateway to Belize alongside Toronto and Calgary and making the destination even more accessible for Canadian travellers.

Four Seasons Resort and Residences Caye Chapel opens in 2027, debuting the brand in Belize on a private island alongside the Belize Barrier Reef. The development will feature overwater accommodations, an 18-hole Greg Norman-designed championship golf course, marina and Fabien Cousteau Adventure Center. Duna Beach Resort opens in early 2027 with a new 45-unit beachfront property in Hopkins Village. The Banks Resort will unveil its Phase II expansion in early 2027, adding one-bedroom suites and two- and three-bedroom villas surrounded by rainforest and the Sibun River.

The Te K’ab Chaak Tomb Exhibit at the Caracol archaeological site will spotlight the tomb of Te K’ab Chaak, the founder and first recorded ruler of the Caracol dynasty, discovered during the 2025 archaeological field season. The Belize Songwriter Festival (May 14–15) is the fifth annual event in Hopkins with two days of performances. It’s a highlight of Belize’s year-round calendar that includes El Gran Carnaval de San Pedro, the Holy Saturday Cross Country Cycling Classic, Chocolate Festival of Belize and Belize Lobster Festivals, followed by nationwide September Celebrations and Garifuna Settlement Day (Nov. 19) with celebrations across communities including Hopkins, Dangriga and Punta Gorda.

Canadians can board Porter Airlines for expanded service to Boston with new nonstop flights from Toronto Pearson and Montréal-Trudeau, complementing existing routes from Billy Bishop Toronto City Airport and Ottawa. With service from four Canadian gateways and up to eight daily flights, Boston remains one of the easiest U.S. city destinations for Canadians to reach. The new Boston Landing Hotel provides visitors with a 175-room property overlooking the Charles River in the growing Boston Landing district.

The iconic Boston Swan Boats celebrate their 150th anniversary in 2027, also marking 150 years of stewardship by the Paget family.The 131st Boston Marathon (April 19) brings 30,000 participants to the city for the historic race. In other festivals, Boston Frostival (Jan.–Feb.) continues into 2027 with expanded winter experiences across the city, including the Frostival Lodge in Copley Square in January and a 75-foot Ferris wheel on the Rose Kennedy Greenway in February. Boston Calling Music Festival (June 4–6) unites 50 performances across multiple stages, 30+ local food vendors, art installations, a 100-foot Ferris wheel and additional festival experiences. Boston Early Music Festival (June 6–13) returns for its 24th biennial edition, bringing a week of opera, concerts and cultural programming to the city. The 2027 festival will feature Telemann’s Emma und Eginhard as its centerpiece opera, The Dragon of Wantley as its chamber opera and North America’s largest early-music trade exhibition.

Chile  

Art and culture are on display throughout 2027 in Chile. The Teatro a Mil International Festival (Jan.) is one of Latin America’s major performing arts festivals, transforming Santiago and other Chilean cities with theater, dance, performance and free public programming. Frutillar Musical Weeks (Jan.–Feb.) is a classical music festival held on Lake Llanquihue at Teatro del Lago, with views of the surrounding volcanoes. The Viña del Mar International Song Festival (Feb.) is among Latin America’s best-known music festivals, bringing major Chilean, Latin American and international performers to Viña del Mar.

Fiestas de la Vendimia (March–May) celebrates the grape harvest with wine tastings, vineyard experiences and traditional grape stomping. Santiago Marathon (May 16) is Chile’s largest running event with 10K, 21K and 42K distances with the Andes as a backdrop. Fiesta de La Tirana (July) is the most important religious festival in northern Chile, combining Andean and Christian traditions, thousands of dancers, costumes, diabladas and morenadas in the Atacama Desert. Fiestas Patrias (Sept. 18–19) is Chile’s biggest national celebration and one of the most exciting times of year for travellers to experience local culture. Mil Tambores (Oct.) is Valparaíso’s street carnival that fills the port city with batucadas, comparsas, live music, costumes and public performances.

Art Deco Weekend (Jan. 15–17) will hold its 50th edition, transforming Ocean Drive into a three-day celebration of architecture, design, culture and historic preservation. Miami’s Spring Festival Season includes events like Discover Boating Miami International Boat Show (Feb. 10–14), the Coconut Grove Arts Festival (Feb. 13–15) and Carnaval Miami in March. South Beach Wine & Food Festival (Feb. 25–28) returns for its 26th edition bringing four days of culinary programming to Greater Miami & Miami Beach.

Norwegian Aura is the cruise line’s newest and largest ship homeporting in Miami in June following its European debut. The ship will sail seven-day Eastern Caribbean itineraries from Miami through October before moving to Western Caribbean voyages for winter 2027/28. The 800-room Grand Hyatt Miami Beach opens in November adjacent to the Miami Beach Convention Center in the heart of South Beach. Waldorf Astoria Miami Beach makes its Miami Beach debut in winter 2027 following a transformation of the oceanfront property. The Ritz-Carlton Bal Harbour, Miami reopens in January following a property-wide transformation, including an exclusive Members Club and enhanced spa and wellness experiences.

Monaco 

This past year, Monaco served as a backdrop for three major international productions (The White Lotus, Emily in Paris and the upcoming Ocean’s Eleven prequel) putting the Principality’s cinematic scenery in the global spotlight for 2027 travel.

Following a major renovation, Hôtel Métropole Monte-Carlo offers a refreshed take on one of Monaco’s most iconic luxury hotels, with newly redesigned rooms and suites by Jacques Garcia and the Spa Métropole by Guerlain. Monaco’s historic La Condamine Market is undergoing a complete renovation, reopening in early 2027. The project will modernize the market and improve comfort for vendors and visitors. And after six years of closure and renovation, Monaco’s Jardin Exotique enters its first full year welcoming visitors in 2027 with dramatic views over Monaco and the Mediterranean.

Monaco will host the 95th Rallye Automobile Monte-Carlo (Jan. 21–24), the opening round of the 2027 FIA World Rally Championship. Days later, the Rallye Monte-Carlo Historique returns (Jan. 27–Feb. 3), bringing classic cars that competed in the Rallye Monte-Carlo between 1911 and 1986. Monaco’s legendary motorsports calendar extends beyond Formula 1. The Monaco E-Prix (May 1–2) brings all-electric racing to the Principality’s street circuit and the Formula 1 Grand Prix de Monaco (June 3–6) continues one of the destination’s most famed sporting traditions. Rolex Monte-Carlo Masters (April 3–11) is a prestigious clay-court tennis tournament bringing top international players to the Monte-Carlo Country Club for nine days of competition overlooking the Mediterranean. The Monaco Yacht Show returns in September 2027, transforming Port Hercule into a showcase for the world of superyachting.

The new year marks a slew of milestones, including the 60th Anniversary of Expo 67, the 20th edition of OSHEAGA, the 15th edition of MTLàTABLE and the 15th edition of MURALFestival. Between all of these events, visitors can experience new lodgings like Hôtel Esplanade, a 30-key boutique property opening in the City’s artsy neighborhood, Mile End. The owner is an award-winning restaurateur and owner of Le Filet, Le Club Chasse Et Pêche and Le Serpent. It joins other recently opened luxury boutique hotels like Hotel Nelligan in Old Montréal.

In 2027, the city welcomes the world premiere of Blade Runner: The Immersive Experience. A concept art video offered a glimpse during the Toronto International Film Festival (TIFF). Montréal Tower, the world’s tallest inclined tower, is undergoing a transformative renovation, set to reopen in spring 2027 with rooftop access, a new glass funicular and fully reimagined visitor spaces. Cirque du Soleil will debut a brand-new world premiere show in its hometown, reinforcing Montréal’s status as a global circus capital. A new Holocaust Museum is set to open in downtown Montréal, creating a major new cultural institution dedicated to remembrance, education and dialogue.

REM, a new electric light rail system from downtown to YUL airport will make transport throughout Montréal more seamless. Opening in late 2027, the REM will make it possible to get to the airport by metro, guaranteeing reliable, frequent service at all times.

As EPCOT marks its 45th anniversary on October 1, 2027 invites visitors to see what’s new at all of its theme parks. Fast & Furious: Hollywood Drift, a new outdoor roller coaster, will debut at Universal Studios Florida in 2027. Parts of Monstropolis, Disney’s first full theme park land dedicated to Pixar’s Monsters, Inc., will open at Disney’s Hollywood Studios in 2027. Walt Disney’s Carousel of Progress at Magic Kingdom Park will debut a reimagined experience in late spring 2027, providing a much-needed refresh of the classic attraction.

In accommodations, Disney’s Lakeshore Lodge, a new 967-room waterfront resort along Bay Lake, will open July 1, located near Magic Kingdom Park. A 216-room Kimpton hotel is slated to open in downtown Orlando in early 2027, adding a new upscale accommodation option within Orlando’s downtown sports and entertainment district.

Beyond theme parks and hotels, Orlando will become an NFL home city for the Jacksonville Jaguars’ 2027 season while the team’s Jacksonville stadium undergoes redevelopment. The Jaguars will play their 2027 home schedule at Orlando’s Camping World Stadium, coinciding with a $400-million transformation of the venue scheduled for completion in summer 2027. Additionally, the 36th annual Orlando International Fringe Theatre Festival will take place May 18–31. The longest-running Fringe theatre festival in the United States will bring two weeks of unjuried and uncensored theatre, comedy, music, dance, visual art and family programming to venues centred around Loch Haven Park.

San Francisco will mark the 60th anniversary of the Summer of Love in 2027, celebrating the countercultural movement that transformed Haight-Ashbury in 1967. Next year also marks The Golden Gate Bridge’s 90th anniversary on May 27. The 1.7-mile suspension bridge remains one of San Francisco’s defining landmarks and an internationally recognized feat of engineering.

New attractions and events include the inaugural Further Triennial, a citywide contemporary art event happening through May 2027. SFMOMA will present “Dior to McQueen: Fashioning Form” (May 15–Sept. 7) marking the museum’s first major fashion exhibition in more than 40 years. The exhibition will bring together eight decades of fashion and postwar and contemporary sculpture, featuring more than 60 artists and designers. Prequel Park and The Stack, a new waterfront park and large-scale public art destination in San Francisco’s Dogpatch neighbourhood, will open in fall 2027. The project will transform 2.75 acres of previously inaccessible shoreline at the Power Station into a new public waterfront space. Fieldwork Brewing Company will open the Presidio’s first taproom in early 2027, located in a historic property near the Lombard Gate.

For sports tourism, San Francisco will welcome the WNBA All-Star Game for the first time on July 31, at Chase Center. Hosted by the Golden State Valkyries, the 2027 AT&T WNBA All-Star weekend will mark the first time the league’s premier midseason event has been held in the San Francisco Bay Area.

Following its anticipated opening in late 2026, The Botany will give 2027 travellers a new luxury option on St. Thomas’ secluded western coast. Set across 300 acres within the Preserve at Botany Bay, the intimate resort features just 20 villas, secluded beaches, private trails, historic ruins, wellness experiences and Caribbean-inspired dining. One of the biggest Caribbean hotel openings of 2027 is Club Med St. Croix, expected to open in Q4 2027, transforming the former Carambola Beach Resort into an all-inclusive resort. The opening will mark Club Med’s return to U.S. shores and its only resort in the country. Getting to St. Croix will soon be easier for East Coast travellers. United Airlines will launch new nonstop service between Newark/New York and St. Croix on October 31, 2026, becoming the only airline offering nonstop service between St. Croix and the New York City area. The Saturday service provides a new gateway for travellers heading into the 2026–27 winter season.

Travellers can experience USVI culture throughout 2027 through the territory’s signature Carnival celebrations across St. Croix, St. Thomas and St. John. Each island brings its own traditions, from colourful parades and J’ouvert celebrations to local food, music, pageants and Carnival villages. St. Thomas Carnival is confirmed for April 24–May 1, 2027, while St. John celebrates during the summer and St. Croix’s Crucian Christmas Festival brings Carnival energy to the holiday season.

Vienna commemorates Beethoven’s 200th Death Anniversary on March 26, 2027. It’s a chance to revisit this city where the composer lived, created many of his most influential works and was laid to rest. The Musikverein will present a major Beethoven program featuring all nine symphonies, the complete piano sonatas and a performance of Missa solemnis by the Vienna Philharmonic and Vienna Singverein.

The Hotel Bristol Vienna is scheduled to reopen in December 2027 following an extensive multiyear renovation. Located opposite the Vienna State Opera, the historic Luxury Collection property will combine its Viennese heritage with updated technology, sustainable innovations and refreshed luxury accommodations. GAME CITY, Austria’s largest gaming festival, returns to Vienna in 2027 with a redesigned format celebrating its 20th anniversary. In addition to the main festival, the expanded concept is expected to introduce gaming events, activities and partnerships.

About the Author

Bryen Dunn is a freelance journalist based in Toronto with a focus on tourism, lifestyle, entertainment and community issues. He has written several travel articles and has an extensive portfolio of celebrity interviews with musicians, actors and other public personalities. He’s willing to take on any assignments of interest, attend parties with free booze, listen to rants, and travel the world in search of the great unknown. He’s eager to discover the new, remember the past, and look into the future.