AGP Executive Report

Air Access for Anguilla: BermudAir is rolling out a major winter expansion, including renewed and expanded service to Anguilla plus new nonstop links across the Caribbean. From late December, the airline will add routes to Turks and Caicos, Belize and (via Turks & Caicos) Grand Cayman, while also increasing Anguilla flights from multiple U.S. gateways and adding service from Toronto and St. Pete–Clearwater/Tampa. Tourism Networking in New York: Anguilla’s Tourist Board delegation is attending Caribbean Week in New York 2026 (June 1–5) at the InterContinental Times Square, joining regional ministers and trade partners under the theme “One Caribbean: Infinite Experiences.” On-Island Travel Appeal: Anguilla’s Shoal Bay East has been named No. 1 beach in North America and No. 6 worldwide in The World’s Best Beaches 2026 list. Seasonal Hospitality: Four Seasons Resort and Residences Anguilla is launching its summer programming, spotlighting local markets, culture and community events.

Air Access for Anguilla: BermudAir is ramping up winter travel with new and expanded routes, including returning seasonal service to Anguilla and adding more direct options via Turks and Caicos—tickets go on sale Friday as the airline grows its “island network” from multiple U.S. and Canadian gateways. New Caribbean Connections: The same expansion adds nonstop flights to Turks and Caicos and Belize from several cities (including Boston, Baltimore/Washington, Newark, Raleigh-Durham, Fort Lauderdale, and St. Petersburg/Tampa), plus service to Guatemala City—aimed at making multi-island trips easier during peak season. Tourism Leadership in Anguilla: The Anguilla Tourist Board named Sean Richard as new Chairman effective June 1, as part of a broader governance push for stronger oversight and strategic direction. Local Environment Watch: Waste Management enforcement is being stepped up at public bin sites, with fines up to $1,000 for illegal dumping or misuse—part of a drive to keep communities clean and reduce pest and cleanup impacts. Regional Tourism Push: Caribbean Week in New York 2026 is underway, bringing ministers and tourism leaders together under “One Caribbean: Infinite Experiences” to strengthen resilience and market positioning.

Air Access Boost for Anguilla: BermudAir is rolling out a major winter expansion, adding new service to Turks and Caicos, Anguilla, Belize and Bermuda plus flights to Guatemala City, with tickets going on sale Friday—more nonstop options for peak-season travelers. Boston to Anguilla Returns: After a successful first season, BermudAir brings back Boston-to-Anguilla starting December (twice-weekly), while also launching Boston nonstops to Belize and Turks and Caicos and adding Guatemala City. Canada Connectivity Grows: BermudAir will launch Toronto Pearson service to Turks and Caicos with seamless continuing service to Anguilla this winter (subject to approval), giving Canadians easier access to both islands. Tampa Bay Gets More Caribbean: From St. Pete-Clearwater (PIE), BermudAir adds nonstop Turks and Caicos and Belize, plus weekly nonstop Anguilla service—returning international options to the airport. Anguilla Tourism Leadership: The Anguilla Tourist Board named Sean Richard as Chairman effective June 1, as part of a governance push for the island’s luxury tourism positioning. Anguilla in the Spotlight: Shoal Bay East was ranked No. 1 in North America and No. 6 worldwide in The World’s Best Beaches 2026 list. On-Island Summer Energy: Four Seasons Resort and Residences Anguilla shared its summer programming, including a Local Market Experience kicking off Anguilla Day celebrations.

Air Access & Routes: BermudAir is ramping up winter Caribbean flying with new nonstop and connecting options, including Toronto Pearson to Turks & Caicos with seamless onward service to Anguilla, plus expanded U.S. routes feeding the same islands. Anguilla Focus: From the St. Pete-Clearwater/Tampa area, BermudAir will add weekly direct service to Anguilla (Thursdays) and more flights to Anguilla from Baltimore and Newark as part of the broader schedule. Tourism Industry Roundup: Caribbean Week in New York 2026 (June 1–5) is bringing ministers and tourism leaders together under “One Caribbean: Infinite Experiences,” with Anguilla among the participating destinations. Local Governance: The Anguilla Tourist Board named Sean Richard as Chairman effective June 1, replacing Cecile Amelia Vanterpool-Kubisch, as the board moves into a new leadership phase. Travel Planning Context: U.S. travelers are also being reminded to check updated travel advisories for Caribbean destinations before booking.

Air Access & Routes: BermudAir is ramping up winter Caribbean connectivity, including new nonstop service to Anguilla from St. Pete-Clearwater (PIE) starting Dec. 24 (weekly on Thursdays through May 2, 2027), plus expanded Anguilla options from Newark and Baltimore. Network Expansion: The same winter push adds Turks and Caicos and Belize from multiple U.S. gateways (including Boston, Baltimore, Fort Lauderdale, Newark, Raleigh-Durham and PIE), with tickets slated to go on sale Friday. Tourism Leadership: Anguilla’s Tourist Board named Sean Richard as Chairman effective June 1, replacing Cecile Amelia Vanterpool-Kubisch, as the island continues tightening tourism governance. Caribbean Tourism Push: Anguilla is also represented at Caribbean Week in New York 2026, where regional ministers and leaders meet under “One Caribbean: Infinite Experiences.” Summer Culture: Four Seasons Resort and Residences Anguilla is rolling out a summer calendar spotlighting local events and community experiences.

Air Access Boost for Anguilla: BermudAir is adding new winter flying options from the U.S. and Canada, including a weekly nonstop Thursday service to Anguilla starting Dec. 24 (with other Caribbean routes expanding too), using Embraer E190 aircraft and with tickets set to go on sale Friday. Tourism Leadership in Anguilla: The Anguilla Tourist Board named Sean Richard as its new Chairman effective June 1, replacing Cecile Amelia Vanterpool-Kubisch, as the government pushes stronger governance for the island’s luxury tourism positioning. Anguilla Summer Line-Up: The Anguilla Summer Festival returns July 10 to Aug. 9, bringing a month of music, culture and entertainment—boat races, pageants, calypso/soca, street festivals, beach parties and more—expected to lift activity for hotels, restaurants and local vendors. Caribbean Tourism in New York: Anguilla is among the regional leaders gathering in Manhattan for Caribbean Week 2026 to tackle connectivity, resilience and competition as the tourism market shifts. Beach Buzz: Anguilla’s Shoal Bay East was ranked No. 1 in North America and No. 6 worldwide in The World’s Best Beaches 2026 list, reinforcing the island’s global draw.

Anguilla Tourism Leadership: The Anguilla Tourist Board has named Sean Richard as its new Chairman effective June 1, replacing Cecile Amelia Vanterpool-Kubisch (who stays on as a director), as the government pushes stronger tourism governance. Anguilla Summer Festival: The Anguilla Summer Festival returns July 10–August 9, 2026 with a month of music, culture and entertainment, including boat races, pageants, calypso/soca competitions, street festivals, beach parties and live shows—expected to boost hotels, restaurants and local vendors. Caribbean Week in New York: Caribbean tourism ministers and commissioners gathered in Manhattan for Caribbean Week 2026 (June 1–5) under “One Caribbean: Infinite Experiences,” with Anguilla among the participating destinations and United Airlines’ Caribbean leadership set to keynote. Travel Safety Check: The U.S. State Department’s updated travel advisories show most Caribbean destinations at Level 1, with higher levels for a few countries—Anguilla remains listed at the lowest level. Beach Buzz: Shoal Bay East in Anguilla was named No. 1 in North America and No. 6 worldwide in The World’s Best Beaches 2026 rankings.

Caribbean Week in New York 2026: Tourism leaders from across the region, including Anguilla, are meeting in Manhattan June 1–5 under the theme “One Caribbean: Infinite Experiences,” aiming to boost connectivity, resilience and a unified Caribbean tourism voice. Anguilla Tourism Leadership: The Anguilla Tourist Board has named Sean Richard as new Chairman effective June 1, replacing Cecile Amelia Vanterpool-Kubisch, as the government pushes stronger governance for the island’s luxury positioning. Anguilla Beach Spotlight: Shoal Bay East has been ranked No. 1 in North America and No. 6 worldwide in The World’s Best Beaches 2026 list—another big win for Anguilla’s signature shoreline. Summer Events Watch: Four Seasons Resort and Residences Anguilla is rolling out a summer calendar starting May 31, while the Anguilla Summer Festival runs July 10–August 9 with music, culture, boat races and more. Travel Advisory Check: A roundup of updated U.S. travel advisories shows most Caribbean destinations—including Anguilla—sitting at the lowest warning level, with higher alerts reserved for specific countries.

Anguilla Tourism Leadership: The Anguilla Tourist Board has named Sean Richard as its new Chairman effective June 1, taking over from Cecile Amelia Vanterpool-Kubisch, with Lockhart Hughes also joining the board as part of a wider leadership transition. Anguilla Summer Line-Up: Four Seasons Resort and Residences Anguilla is rolling out a summer calendar built around culture and community, kicking off May 31 with a Local Market Experience honoring Anguilla Day. Festival Buzz: The Anguilla Summer Festival returns July 10 to August 9, 2026, promising a month of music, culture and entertainment including boat races, pageants, calypso and soca competitions, street festivals and beach parties. Sailing Spotlight: The 2026 Anguilla Regatta drew strong winds and big energy, with Team Island Water World taking first in Road Bay after fast racing across the Anguilla Channel. Caribbean Tourism Watch: Caribbean Week in New York 2026 is set to bring a strong turnout of regional tourism ministers and commissioners, with Anguilla among the confirmed delegations. Beach Rankings: Anguilla’s Shoal Bay East has been named No. 1 in North America and No. 6 worldwide in The World’s Best Beaches 2026 list.

Anguilla Tourism Leadership: The Anguilla Tourist Board has named Sean Richard as its new Chairman effective June 1, replacing Cecile Amelia Vanterpool-Kubisch (who stays on as a director), as the government pushes for tighter governance in the tourism sector. Caribbean Tourism Push: Tourism ministers and commissioners from across the region are set to gather in New York for Caribbean Week in New York 2026, themed “One Caribbean: Infinite Experiences,” with Anguilla among the confirmed delegations. Anguilla Summer Line-Up: Four Seasons Resort and Residences Anguilla is rolling out a summer calendar focused on culture and community, kicking off with a Local Market Experience honoring Anguilla Day on May 31. Island Events Calendar: The Anguilla Summer Festival returns July 10 to August 9, 2026, with a month-long mix of music, culture, boat races, pageants, calypso/soca competitions, street festivals and beach parties. Beach Buzz (North America): Anguilla’s Shoal Bay East has been ranked No. 1 in North America and No. 6 worldwide in The World’s Best Beaches 2026 list, praised for powdery white sand, calm crystal-clear water and laid-back beach bars. Regional Travel Demand: New search data points to strong summer interest across the Caribbean, with Sint Maarten, Aruba and San Juan leading the spikes—useful context for Anguilla’s peak-season planning. Sailing Spotlight: The 2026 Anguilla Regatta delivered strong racing and hospitality, with Team Island Water World taking first in Road Bay.

Beach Honors: Shoal Bay East in Anguilla has been named No. 1 in North America and No. 6 worldwide in The World’s Best Beaches 2026, praised for powdery white sand, calm crystal-clear water, and classic beach-bar vibes. Tourism Leadership: The Anguilla Tourist Board appointed Sean Richard as Chairman effective June 1, replacing Cecile Amelia Vanterpool-Kubisch, as the government pushes stronger governance and strategic oversight. Summer Line-Up: Four Seasons Resort and Residences Anguilla is rolling out a summer calendar built around Anguilla’s culture and community, kicking off May 31 with a Local Market Experience for Anguilla Day. Festival Dates: The Anguilla Summer Festival returns July 10 to August 9, 2026, with month-long music, culture, boat racing, pageants, calypso and soca, street festivals, and beach parties. Regional Demand Watch: New search data shows Caribbean summer 2026 demand is surging, with Sint Maarten, Aruba and San Juan leading the spike—useful context for Anguilla’s peak planning. Environment Month (Region): St Kitts and Nevis announced June Environment Month 2026 activities under a climate-action theme, highlighting community clean-ups and a Green Expo.

Anguilla Tourism Leadership: The Anguilla Tourist Board has named Sean Richard as its new Chairman effective June 1, replacing Cecile Amelia Vanterpool-Kubisch (staying on as a director), with Lockhart Hughes also joining the board as part of a governance push. Summer Culture & Events: Four Seasons Resort and Residences Anguilla is rolling out a summer calendar built around local heritage, with the season kicking off May 31, 2026 via a Local Market Experience honoring Anguilla Day (Sunset Lawn, 4–7pm). Festival Calendar: Anguilla Summer Festival 2026 runs July 10 to August 9, delivering a month-long mix of music, culture and entertainment including boat races, pageants, calypso/soca competitions, street festivals, beach parties and live shows. Regatta Recap: The 2026 Anguilla Regatta wrapped up with strong winds and two races, with Melges 24 Team Island Water World taking first at Road Bay. Environment Month (Region): St Kitts and Nevis announced Environment Month 2026 for June, themed “Climate Action: For Environment, For Empowerment, For Everyone,” launching June 5 with community clean-ups and a Green Expo. Caribbean Travel Demand: Summer 2026 search spikes show Sint Maarten, Aruba and San Juan surging ahead of the broader Caribbean trend, signaling earlier booking momentum into peak season.

Tourism Leadership: The Anguilla Tourist Board has named Sean Richard as its new Chairman effective June 1, replacing Cecile Amelia Vanterpool-Kubisch (staying on as a director), with Lockhart Hughes also joining the board as part of a wider governance push. Richard brings over two decades in tourism and luxury hospitality, including GM roles at TEI Anguilla/Altamer Luxury Villas and leadership experience at Aurora Anguilla Resort & Golf Club and CuisinArt. Summer Festival: Anguilla Summer Festival 2026 runs July 10 to August 9, delivering a month of music, culture and entertainment with boat races, pageants, calypso and soca competitions, street festivals, beach parties and live shows—plus a major boost for hotels, restaurants, taxis, tour operators and local vendors. Regional Travel Buzz: Summer 2026 search spikes show Sint Maarten, Aruba and San Juan surging ahead of the broader Caribbean trend, with travelers booking earlier for longer stays. Events on the Water: The 2026 Anguilla Regatta delivered fast racing and beachside fun in Road Bay, with Melges 24 Team Island Water World taking first.

Tourism Leadership: The Anguilla Tourist Board has named Sean Richard as its new Chairman effective June 1, replacing Cecile Amelia Vanterpool-Kubisch (who stays on as a director), with Lockhart Hughes also joining the board as part of a wider governance transition backed by Minister Cardigan Connor. Summer Festival Buzz: Anguilla’s Anguilla Summer Festival returns July 10–August 9, 2026, with a month-long lineup of music, culture and entertainment including boat races, pageants, calypso and soca competitions, street festivals, beach parties and live shows—expected to boost hotels, restaurants, taxis, tour operators and local vendors. Regional Travel Demand: New summer 2026 search data shows Sint Maarten, Aruba and San Juan surging ahead of the wider Caribbean trend, signaling early booking momentum heading into peak season. Sailing & Community Sport: The 2026 Anguilla Regatta drew strong winds and close racing in Road Bay, with Team Island Water World taking first in the Melges 24 class.

Summer Travel Demand: Search spikes for summer 2026 are led by Sint Maarten (+133%), Aruba, and San Juan, with travelers booking earlier as Caribbean searches rise 15% year-over-year and demand is increasingly driven by accommodation. Anguilla Summer Festival: Anguilla’s Summer Festival runs July 10–August 9, 2026, with a month of music, culture, entertainment and events including boat races, pageants, calypso/soca competitions, street festivals and beach parties—a boost expected for hotels, restaurants, taxis, tour operators and vendors. Regatta Recap: The Anguilla Regatta delivered two fast races in Road Bay, with Melges 24 Team Island Water World taking first, J/105 More Zessin’ second and Beneteau 47 Dauntless third. Regional Tourism Trade: The SMART St. Maarten/St. Martin tradeshow (June 22–26) is tracking toward a record year, with Anguilla among the participating destinations and a final networking event featuring Sea Trek and Rainforest Adventures.

Sailing & Regattas: The 2026 Anguilla Regatta delivered strong winds and fast racing, with Team Island Water World taking first in Road Bay, followed by J/105 More Zessin’ and Beneteau 47 Dauntless. Summer Festival Countdown: The Anguilla Summer Festival returns July 10 to August 9, 2026, with a month of music, culture and entertainment including boat races, pageants, calypso and soca, street festivals, beach parties and live shows—expected to boost hotels, restaurants, taxis, tour operators and local vendors. Travel Tech for Visitors: Sky Mobile UK says it’s doubling roaming destinations to 120 for £2 a day across the EU/EEA, USA, Australia and more, making it easier for travellers to stay connected while visiting the region. Regional Tourism Push: Nevis Premier Mark Brantley urged a shift toward regional demand and more events to smooth tourism seasonality amid rising travel costs. Caribbean Trade Networking: St. Maarten’s SMART tradeshow (June 22–26) is tracking toward a record year, with Anguilla among the confirmed exhibitor destinations and a final networking “Surprise Event” featuring Sea Trek and Rainforest Adventures. Wellness Travel Trend: Orient Express Sailing Yachts and Guerlain will launch “Ocean Rebirth,” a 14-day Lisbon to Bridgetown wellness retreat in October 2026 with Azores stopover.