The Rosewood Little Dix Bay Tennis Cup Returns for 2026
December 4–6, 2026
On Court With Madison Keys, Jennifer Brady & Chris Eubanks
Three days of tennis, hospitality, and one of Virgin Gorda's most exclusive gatherings — here's what's included, and how to book it through a Rosewood Elite partner.
ADVISORS NOTEBOOK · VIRGIN GORDA, BRITISH VIRGIN ISLANDS Event details sourced directly from Rosewood Little Dix Bay's official 2026 Tennis Cup materials. |
Rosewood Little Dix Bay is bringing the Tennis Cup back to Virgin Gorda December 4–6, 2026, with three retired and active WTA/ATP-level names on court: Madison Keys, Jennifer Brady, and Chris Eubanks. It's the kind of marquee, dated event that gives a destination a reason to book now rather than someday — and it lands at a property we already know well from our recent room and suite guide.
For travelers who've been considering Little Dix Bay, this is a concrete anchor for a December trip. Here's exactly what the Tennis Cup package includes, what it doesn't, and how Rosewood Elite benefits apply on top of it.
What's Included in the Tennis Cup Package
The official Little Dix Bay Tennis Cup Package, priced at USD $2,000 per person, includes access to all three signature events of the weekend:
● Welcome Dinner
● Play with the Pros — Champions' Clinic
● Pro Tennis Exhibition Match
Madison Keys, Jennifer Brady, and Chris Eubanks are confirmed to attend, set against Rosewood Little Dix Bay's courts on Virgin Gorda over the December 4–6 weekend.
ROSEWOOD ELITE — STACKS ON TOP OF THE TENNIS CUP PACKAGE The $2,000 per person Tennis Cup package covers event access. Your room booking is separate — and when you book that stay through Elli Travel Group as a Rosewood Elite Preferred Partner, the following amenities stack on top of the Tennis Cup package at no additional cost: ✓ Daily breakfast for two — Included every morning of your stay ✓ $100 USD hotel credit — Applied to dining, spa treatments, or resort activities ✓ Room upgrade on arrival — One category above booked, based on availability at check-in ✓ Welcome amenity — Provided on arrival as a Rosewood Elite guest ✓ VIP guest recognition — Noted in the reservation and acknowledged at check-in ✓ Personalized pre-arrival coordination — Your advisor coordinates both your stay and your Tennis Cup registration directly with the property These amenities apply to the accommodation portion of your stay and are exclusive to Rosewood Elite Preferred Partner agencies — they are not part of the Tennis Cup event package itself. |
Want a place at the Little Dix Bay Tennis Cup? Space for this three-day package is limited. Inquire with Elli Travel Group to reserve your spot and coordinate your stay — with Rosewood Elite benefits included on the room. → Contact Elli Travel Group · vacations@ellitravel.com |
How This Informs Your Trip
● Booking timing: December is already high season in the BVI; pairing that with a fixed, capacity-limited three-day event means both the event package and the room should be secured well ahead of December 4, not closer to the date.
● Budget structure: plan for the $2,000/person event package as separate from your room cost — confirm total trip budget with your advisor rather than assuming one figure covers both.
● Room selection: if you're booking specifically around the Tennis Cup schedule, coordinate room dates against the December 4–6 event window — our recent room and suite guide can help you pick the right category for your group.
● What's included vs. what to ask about: the Welcome Dinner, Champions' Clinic, and Exhibition Match are confirmed inclusions; airfare, transfers, and accommodation are handled separately by your advisor.
Who Should Consider This
Serious tennis fans who want access to touring pros in a small-scale setting.
The Champions' Clinic and Exhibition Match put attendees on court with Madison Keys, Jennifer Brady, and Chris Eubanks in a far more intimate setting than a stadium event.
Biggest booking mistake: assuming the $2,000 package includes your hotel stay — it covers event access only; accommodation is booked separately.
Couples or friends looking for a marquee reason to book a December BVI trip.
The Tennis Cup gives a fixed, dated anchor to build a Virgin Gorda trip around, rather than an open-ended “someday” booking.
Biggest booking mistake: waiting until closer to December to book the room — high season demand at Little Dix Bay is already tight without a signature event layered on top.
Groups traveling together specifically for the event.
Coordinating room dates and categories around the December 4–6 window in advance keeps the group together for both the tennis schedule and downtime.
Biggest booking mistake: booking rooms independently of each other without coordinating through one advisor — which can mean mismatched dates or missed availability as the event approaches.
Before You Book Q&A
Does the $2,000 Tennis Cup package include my hotel stay?
As published, the package covers event access — Welcome Dinner, Champions' Clinic, and Exhibition Match. Confirm accommodation is booked separately before publishing this answer live.]
Do Rosewood Elite perks apply if I book the Tennis Cup?
Yes — Rosewood Elite benefits apply to your room booking and stack on top of the Tennis Cup event package. They are not part of the event package itself.
How far in advance should I book?
As early as possible. December is already high season at Little Dix Bay, and the Tennis Cup package has a fixed, limited capacity.
Can I attend just one event within the package, such as the Exhibition Match, without the full package?
The official materials describe one bundled package covering all three events. Ask your advisor to confirm with the property if a partial-access option becomes available.
Is this open to non-players, or does everyone need to play tennis?
The package is built around watching and engaging with the pros — the Welcome Dinner and Exhibition Match don't require attendees to play. The Champions' Clinic is the most participatory of the three.
What's the best room category to book for Tennis Cup weekend?
That depends on your group size and whether you're prioritizing beach proximity or extra space — see our Rosewood Little Dix Bay Room & Suite Guide for a full category breakdown.
Frequently Asked Questions
Little Dix Bay Tennis Cup 2026 — Everything You Need to Know Before You Book
What is the Little Dix Bay Tennis Cup?
The Little Dix Bay Tennis Cup is an exclusive tennis event hosted at Rosewood Little Dix Bay on Virgin Gorda, running December 4–6, 2026, featuring Madison Keys, Jennifer Brady, and Chris Eubanks.
When is the 2026 Little Dix Bay Tennis Cup?
The event takes place December 4–6, 2026, at Rosewood Little Dix Bay's courts on Virgin Gorda, British Virgin Islands.
Who is attending the Little Dix Bay Tennis Cup?
Confirmed attendees include tennis players Madison Keys, Jennifer Brady, and Chris Eubanks, alongside fellow tennis enthusiasts from the British Virgin Islands and beyond.
What is included in the Little Dix Bay Tennis Cup package?
The USD $2,000 per person package includes a Welcome Dinner, a Play with the Pros Champions' Clinic, and a Pro Tennis Exhibition Match.
Does the Little Dix Bay Tennis Cup package include hotel accommodation?
As published by the property, the package covers event access. Confirm accommodation booking details with your advisor, as this is handled separately from the event package.
Do Rosewood Elite benefits apply to a Little Dix Bay Tennis Cup booking?
Yes. Rosewood Elite Preferred Partner benefits — including daily breakfast for two, a $100 resort credit, and a room upgrade on arrival when available — apply to your accommodation booking and stack on top of the Tennis Cup event package.
How much does the Little Dix Bay Tennis Cup cost?
The event package is USD $2,000 per person, covering the Welcome Dinner, Champions' Clinic, and Exhibition Match.
How do I book the Little Dix Bay Tennis Cup?
Inquire directly with Elli Travel Group, a Rosewood Elite Preferred Partner, to coordinate both your Tennis Cup registration and your accommodation at Little Dix Bay.
Read Next
● Rosewood Little Dix Bay Room & Suite Guide — our category-by-category breakdown to help you choose the right room for Tennis Cup weekend.
● A Dream Getaway at Rosewood Little Dix Bay — our advisors' firsthand review of the property
Reserve Your Place at the 2026 Little Dix Bay Tennis Cup As a Rosewood Elite Preferred Partner, Elli Travel Group can coordinate your Tennis Cup registration alongside a stay that includes daily breakfast for two, a $100 resort credit, and a room upgrade on arrival when available — at no additional cost over the hotel's direct rate. vacations@ellitravelgroup.com · 914 327 4666 |
About This Guide
Elli Travel Group is a Virtuoso-member luxury travel agency based in Westchester, New York, and a Rosewood Elite Preferred Partner, giving travelers who book through Elli Travel Group daily breakfast for two, a $100 resort credit, a room upgrade on arrival when available, and a welcome amenity, at no additional cost over the hotel's direct rate.
Luxury Travel Advisors listed are independent affiliates of Elli Travel Group. Event details in this guide are sourced directly from the property's official materials rather than a firsthand briefing or stay; no direct quotes from Rosewood Little Dix Bay representatives are included.
Comments