The roar before the finish, the hush before a putt, the pleasure of sharing a place you have watched for years: our Bucket List Sports Trips turn the sporting calendar into time together. We plan around the event you love and the kind of escape you both want, with thoughtful accommodation, clearly defined viewing arrangements and room to enjoy the destination. The current planning edition covers 2027.
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The Masters: Augusta in April
2027 dates and venue: April 8 to 11, 2027, Augusta National Golf Club, Augusta, Georgia. Practice-round planning extends into the earlier part of Masters week.
For a couple who has watched those familiar fairways from the sofa, walking into Augusta is a chance to exchange the television view for a day that belongs to you. We would begin with a simple question: are you drawn to the atmosphere of a practice round, or the tension of tournament play? The answer changes the pace and shape of the trip.
There is no need for both of you to approach the event in exactly the same way. One might follow every shot while the other enjoys the setting and the occasion. We can balance the golf with an unhurried dinner and time away from the crowds, rather than filling every spare hour. For a milestone celebration, we can also explore a private home or a different hotel category, with the details quoted separately. The aim is a memorable shared experience, not the busiest possible itinerary.
A trip we can offer: An Augusta hotel-based experience at Hilton Home2 Suites with one practice-round visit, a gift package and on-site host support. Tournament rounds, private homes and hospitality require their own quote. Starting from $7,590 per person for the practice-round package, based on double occupancy. Prices as of November 8, 2026. Subject to change and availability.
Kentucky Derby: Dress for the Occasion
2027 dates and venue: May 1, 2027, Churchill Downs, Louisville, Kentucky. The Kentucky Oaks takes place April 30.
The Kentucky Derby invites you to make an occasion of the whole weekend. Think of choosing your outfits together, lingering over dinner and carrying the anticipation of race day into every conversation. For couples who love a reason to celebrate, Louisville offers a sporting centerpiece around which we can build a beautifully personal short escape.
We would choose your viewing arrangements with as much care as your hotel. A lively setting and a more sheltered hospitality experience can feel very different, and the right answer depends on how you like to spend a long event day. Adding the Oaks gives the weekend another chapter without requiring you to invent extra plans. We can also discuss a longer stay if you would prefer a gentle arrival and departure. What matters is feeling comfortable enough to enjoy the spectacle together, with the practical details understood before you travel.
A trip we can offer: Three nights at Courtyard by Marriott Louisville Downtown in a standard room, with Starting Gate Courtyard tickets to the Derby and Oaks. Seating upgrades are quoted separately. Starting from $6,595 per person for the three-night package, based on double occupancy. Prices as of November 8, 2026. Subject to change and availability.
Monaco Grand Prix: Racing Meets the Riviera
2027 dates and venue: June 4 to 6, 2027, Circuit de Monaco, Monaco. Race day is June 6.
Monaco is for the couple who wants sport to feel like a complete change of scene. The harbour, the hillside and the streets create a setting that is as much a part of the anticipation as the racing itself. We would pair a carefully chosen viewing experience with enough time to enjoy being on the Riviera, rather than treating the hotel as somewhere to sleep between sessions.
Your ideal vantage point is a personal choice. Grandstand viewing, a terrace and yacht hospitality are different experiences, not interchangeable labels. We can discuss what you want to see, the atmosphere you enjoy and how you would like the day to unfold. Staying in Nice can create a different balance from staying in Monaco, so travel arrangements deserve attention too. For couples with different levels of interest in Formula 1, a thoughtful mix of racing and relaxed destination time helps the weekend feel like a trip for both of you.
A trip we can offer: Four nights at Le Meridien Nice with a selected race-viewing arrangement, a personalized itinerary and on-site host support. Yacht, terrace and team hospitality upgrades are separately quoted, not assumed at this starting price. Starting from $8,895 per person for the four-night package, based on double occupancy. Prices as of November 8, 2026. Subject to change and availability.
Wimbledon: Tennis with a London Escape
2027 dates and venue: June 28 to July 11, 2027, All England Lawn Tennis Club, Wimbledon, London.
Wimbledon makes a natural anchor for a London escape together. We like the idea of a day organized around the tennis, followed by a dinner you have been looking forward to and a morning with a very different rhythm. The pleasure is in the contrast: the concentration of the court, then the freedom to enjoy the city at your own pace.
We would start by choosing the session and court that fit your priorities, rather than assuming every Wimbledon ticket promises the same experience. A No. 1 Court package is different from Centre Court, and later rounds bring a different atmosphere and price. Debenture arrangements can add access to designated facilities, with the exact entitlements confirmed in your quote. Whether tennis is a shared obsession or one partner’s long-held wish, we can make the wider stay feel equally considered. Leave space for a museum, a walk or a quiet breakfast instead of making every day an event day.
A trip we can offer: Two nights at Park Plaza Westminster Bridge with daily breakfast and one No. 1 Court debenture session on selected dates, museum admission and host support. Centre Court and finals are separately priced. Starting from $6,535 per person for the two-night package, based on double occupancy. Prices as of November 8, 2026. Subject to change and availability.
America’s Cup: Naples from the Water
2027 dates and venue: The America’s Cup Match starts July 10, 2027, off Naples, Italy. The wider sailing program runs from May through July; selected VIP travel experiences also cover challenger racing.
For couples who love the water, Naples offers a wonderfully different way to experience a major sporting occasion. The appeal is not simply watching the boats. It is sharing a day on the bay, following the tactical story of the racing and returning ashore with the city still ahead of you. We would build in time to enjoy Naples rather than trying to make every hour revolve around the racecourse.
The Official VIP Yacht Program gives this trip a distinctive focus, with on-water viewing aboard an official VIP-flagged super yacht or catamaran and an onshore terrace element. That is a shared hospitality experience, not a promise of a yacht chartered exclusively for two. Your choice of racing stage matters: challenger-series viewing is not the same as attending the Match itself. We will clarify the dates, vessel arrangements and hospitality inclusions, while allowing flexibility for the realities of sailing and weather.
A trip we can offer: Four nights in Naples with daily breakfast, private airport transfers, two days of VIP on-water race viewing and one day of onshore race-day terrace access. This starting rate is for a Louis Vuitton Cup semifinal experience, not the America’s Cup Match. Starting from $7,415 per person for the four-night package, based on double occupancy. Prices as of November 8, 2026. Subject to change and availability.
The Open: Watch and Play in Scotland
2027 dates and venue: July 11 to 18, 2027, Old Course, St Andrews, Scotland. Championship rounds take place July 15 to 18.
The Open at St Andrews is a chance to bring watching and playing golf into the same Scottish escape, without confusing one with the other. We would make room for the championship atmosphere and the pleasure of exploring together, with a hotel that suits the way you want to unwind after a day outside. The setting encourages a trip that feels rooted in place rather than a quick visit to a grandstand.
For couples who both play, the conversation can extend beyond which championship day to attend. We can explore your own golf plans, transport and extra nights, while keeping expectations clear about the course and tee time actually available. If only one of you plays, the wider itinerary can still offer a rewarding balance. Fairmont St Andrews is an accommodation option for this custom experience; a stay there is not a promise of playing the Old Course. We would rather confirm the details carefully than let an evocative name stand in for a precise itinerary.
A trip we can offer: A custom 2027 Open trip based at Fairmont St Andrews, with championship viewing, transport and additional Scottish touring tailored to you. A complimentary tee time for guests staying through this arrangement is subject to confirmation and availability at the time of booking; the course and terms must be confirmed. Pricing on request
Ryder Cup: Team Spirit in Ireland
2027 dates and venue: September 13 to 19, 2027, Adare Manor, County Limerick, Ireland. Competition takes place September 17 to 19.
The Ryder Cup is for couples who love a sporting event with a shared emotional pulse. The team format gives every moment a little extra meaning, whether you arrive with a firm allegiance or simply want to feel the atmosphere together. We would let the golf anchor the trip while leaving room for Ireland beyond the event, rather than assuming the entire visit begins and ends at the course.
Choosing your base is an important part of the experience. A Killarney stay is not accommodation at Adare Manor, and transfers need to be part of the discussion from the start. We can consider your preferred event days, hospitality level and the amount of downtime you want around them. An extra night can be more valuable than another tightly scheduled excursion if it lets you arrive rested or finish gently. Our goal is a trip that respects the excitement of the competition and the pleasure of traveling as a couple.
A trip we can offer: Five nights in a deluxe room at Great Southern Hotel Killarney, selected Ryder Cup experience, daily return shuttles to Adare Manor, Kerry Airport transfers and daily breakfast. Premium hospitality is optional and separately quoted. Starting from $10,125 per person for the five-night package, based on double occupancy. Prices as of November 8, 2026. Subject to change and availability.
Get Your 2027 Event Flyers
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Let’s plan it together
Tell us which event belongs on your list and what would make the wider escape feel special to both of you. We will help you compare accommodation, viewing arrangements and the pace of the trip. Start through our contact page, call 813-344-4013 or email stephstreks@gmail.com. Our Bucket List Sports Trips are shaped around you.
Top photo: Adare Manor, County Limerick, Ireland. Photo: IrishFireside from Ishpeming, MI, USA, CC BY 2.0, via Wikimedia Commons. Resized.
