August 2–6, 2027 · Anguilla, British West Indies
Coming home to Anguilla
Five days of turquoise water, family stories, and Caribbean hospitality. Save your seat and get ready to reconnect.
August 2–6, 2027 · Anguilla, British West Indies
Five days of turquoise water, family stories, and Caribbean hospitality. Save your seat and get ready to reconnect.
About the Reunion
This will be a special time for us to come together, reconnect, share memories, and create new ones. Over the course of five days, we'll celebrate our family's legacy with fun activities, delicious meals, laughter, and plenty of quality time. Whether it's catching up with relatives you haven't seen in years, introducing the younger generation to family traditions, or simply relaxing and enjoying each other's company, this reunion will be a time to remember.
Filled with love, laughter & unforgettable moments.
So mark your calendars, pack your sunscreen, and get ready for an island reunion like no other — Anguilla 2027, here we come!
Schedule of Events
A loose schedule so everyone knows where to be — with plenty of open time to do nothing at all. Times and venues below are placeholders the committee will confirm closer to the date.
6:00 PM
Welcome Beach Bonfire
Rendezvous Bay
Kick things off with a fire on the sand, island music, and the first round of hugs.
7:30 AM
Family Fun Run / Walk
Shoal Bay
Optional, easy pace, all ages. Coffee and fruit at the finish.
12:00 PM
Beach Olympics & Cookout
Shoal Bay
Branch-vs-branch games, grilled everything, and the year's official bragging rights.
7:30 PM
Reunion Dinner & Toast
Venue TBD
Sit-down dinner, family toasts, and a slideshow someone will definitely cry during.
11:00 AM
Boat Trip to Sandy Island
Departing Sandy Ground dock
Snorkeling, swimming, and lunch on a sandbar in the middle of the sea.
6:30 PM
Elders' Storytelling Circle
Resort lawn
The history of Harrigan, Webster, and Vanterpool, told by the ones who lived it.
9:30 AM
Free Morning / Beach Time
Meads Bay
No plans on purpose — swim, nap, or wander the shops in town.
7:00 PM
Family Game Night
Resort pavilion
Dominoes, cards, and trivia about the family tree. Prizes for the winners.
9:00 AM
Farewell Brunch
Meads Bay
One last plate together before everyone heads to the airport.
11:30 AM
Group Photo & Goodbyes
Meads Bay
The photo that goes on everybody's wall until 2030.
Accommodations
A few options at different price points, from full-service resort to shared family villa. Book early — rooms in Anguilla move fast in peak season.
Full-service beachfront resort with a group rate held for our family block. Easiest option if you want everything handled for you.
Private multi-bedroom villas, great for branches who want to book a house together and split the cost. Several are a short walk from each other.
Small inns and guesthouses near Sandy Ground. Simple, clean, and close to the action without the resort price tag.
Booking under the family block gets everyone the group rate. Use the reunion code at checkout: HWV2027
RSVP First →Travel Information
A few basics to help you plan. Double-check current requirements and schedules closer to your travel date, since these can change.
Most visitors fly into Princess Juliana International Airport (SXM) on St. Maarten, then take a short ferry across to Anguilla. There are also smaller regional flights direct into Clayton J. Lloyd International Airport (AXA).
The ferry between St. Maarten and Anguilla takes roughly 20–25 minutes. Check current schedules and book tickets in advance during peak travel season.
A valid passport is required. Confirm any visa or entry requirements for your citizenship before you travel.
The East Caribbean Dollar (XCD) is the local currency, but US dollars are widely accepted across the island.
Reef-safe sunscreen, light breathable clothing, swimwear, and a light layer for air-conditioned spaces.
Rental cars and taxis are the easiest way to get around the island. If you're sharing a villa, consider splitting a rental with family.
Things to Do in Anguilla
Beyond the reunion schedule, there's plenty to explore on your own time.
Shoal Bay, Meads Bay, and Rendezvous Bay are all a short drive apart, each with its own stretch of powder-soft sand and turquoise water.
A tiny sandbar reachable by boat, perfect for snorkeling and a laid-back lunch away from it all.
Fresh seafood, grilled specialties, and of course, mangoes in season — don't leave without trying them straight off the tree.
Snorkeling, paddleboarding, and boat charters are easy to arrange through most resorts and local operators.
Family History
The Harrigan, Webster, and Vanterpool families have a story that stretches back generations on this island — through the people who built it, the traditions that were passed down, and the ties that keep bringing everyone home. This reunion is as much about honoring that history as it is about celebrating where we are now.
Photo Gallery
This gallery is ready and waiting — add throwback family photos now, and reunion photos once we're back from the island.
FAQs
Go ahead and register with your best guess — you can always update your numbers with the committee later as your plans firm up.
Lodging and travel are on your own, but group rates are available. Details on any shared costs (like the welcome dinner) will be shared with confirmed guests.
Yes — register them under "Friend of the Family" so we can get an accurate headcount.
Absolutely. This is a family reunion in every sense — just include them under the right age group when you register.
Note them in the "dietary restrictions or notes" field on the registration form and the committee will follow up.
Reach out to the planning committee using the contact information below.
Contact
We're happy to help with anything from registration to travel planning.