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Monday, March 30, 2026
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An Arts-Lover's Staycation in Sarasota

An Arts-Lover’s Staycation - Dinner, a show, and a luxury hotel stay for 2 right here in our beautiful Sarasota

Treat yourself to the decadence of vacation without the stresses of travel with this curated staycation experience. Enjoy a night immersed in Sarasota’s vibrant arts scene with tickets to a live performance, followed by a memorable dinner at Sage. Then unwind with a luxurious overnight stay at Art Ovation Hotel, where artful design and downtown energy set the stage for a perfect getaway. Linger over conversation, and rediscover the magic of Sarasota as if you were seeing it through a visitor’s eyes.


Value: $1,000.00
Iconic Irish Getaway - Galway & Dublin, Ireland

Iconic Irish Getaway - Galway & Dublin, Ireland

 

Experience an unforgettable journey through Ireland, blending iconic sights, local flavor, and rich history. Travel by train between Dublin and Galway, enjoying a scenic and relaxed way to explore both coasts.

 

In Dublin, dive into Ireland’s legendary brewing and distilling traditions with a Guinness Storehouse experience where you can learn how to pull the perfect pint, followed by a tasting and tour at Teeling Whiskey Distillery. Discover Galway’s lively spirit on a guided walking tour before venturing along the Wild Atlantic Way to marvel at the dramatic Cliffs of Moher, with highlights of the Aillwee Cave & Dunguaire Castle along the way.

 

With time spent in both Dublin and Galway, this thoughtfully curated journey offers an immersive look at Ireland’s culture, landscapes, and storied past.

 

The Accommodations

Experience the charm of Ireland on a 6-night getaway, with three nights in each city. In Dublin, stay in an ideally located hotel for exploring the city’s historic streets, cultural landmarks, and vibrant nightlife. Continue west for three nights in Galway, perfectly positioned to enjoy the city’s lively atmosphere and serve as a gateway to Ireland’s breathtaking west coast. The hotel room accommodates 2 guests and typically has a queen or king bed. 

 

Includes

3-night hotel stay in Dublin and 3-night hotel stay in Galway

Accommodates 2 travelers

Roundtrip train from Dublin to Galway city centers

Teeling Distillery Select Whiskey Tasting + Tour in Dublin

Guinness Storehouse Experience + Guinness Academy in Dublin

Galway walking tour

Tour of the Cliffs of Moher

Raise Away Concierge Services


Restrictions

Nights must be used consecutively in one trip

At least one person staying at the residence must be 25 years of age

Winners have 2 years to travel from date of purchase

Property subject to availability

Blackout dates include: Thanksgiving week, Christmas week, and New Years week

Additional fees and taxes may apply due to local ordinances

Additional nights and tours can be added at the time of booking


Value: $6,000.00
Raise Your Glass and Say Cheers

Raise Your Glass and Say Cheers in the Napa Valley

Delight in Wine Appellations or High Elevations in Napa, California for Four Days & Three Nights at Your Choice of the River Terrace Inn of the Napa Winery Inn for Two, Including Your Choice of a Private Winery Tour in a Chauffeured Luxury Sedan or a Wine Country Hot Air Balloon Ride (Land Only)

All room-related taxes & free concierge reservation service included.

Explore the picturesque destination of Napa, and enjoy a perfect escape from the drill of daily life. You'll find local art along the Napa River Art Walk and breathtaking scenery, as well as charming wineries, and radiant vineyards. The highlights of your trip will either take you to new heights as you take to the skies in a hot air balloon, or add a little buzz to your day on a personalized five-hour wine tour that guides you through the region by a knowledgeable and experienced chauffeur.

Stay in one of two lovely boutique hotels during your stay in Napa. River Terrace Inn is a tranquil retreat nestled downtown along the River Trail and the Oxbow Park Preserve of the Napa Valley Wine Country, and overlooks the Napa River. In the heart of California's beloved wine country, discover a relaxing sanctuary, where you can take a refreshing dip in the outdoor heated pool while enjoying views of the Napa River. Just a few miles from the downtown area, the Napa Winery Inn offers you a boutique hotel experience designed for a charming Napa retreat.

Historic Downtown Napa bustles with eclectic energy and vibrant culture. You'll find dozens of wine tasting rooms and fantastic gourmet dining options, and you can explore Downtown Napa's shops, events, and unique attractions such as Oxbow Public Market, Napa Valley Wine Train, Napa Premium Outlets, Napa Valley Expo and Napa Valley Opera House. Discover the 19th century and Art Deco architecture throughout this timeless riverfront town. Surrounded by more than 250 wineries, downtown Napa is a spectacular wine country destination.

Guests will savor the fruits of the wine country on a personalized five hour tour in a chauffeured luxury sedan. Whether you are first-time visitors or veteran wine tasters, you'll enjoy an enlightening, fun-filled day in this picturesque region. The informative winery tour will be customized based on your individual wine preferences. Connoisseurs will stroll through magnificent gardens and taste wines recognized as being among the best the world has to offer.

The beauty of Napa Valley's rolling vineyards is lovely from the ground between the vines, but even more exquisite from the skies! Starting just after sunrise, step into your hot-air balloon and watch the valley come alive as you float up to 2,000 feet in the air. Enjoy coffee before and sparkling wine after, celebrating your silent journey gliding along the California horizon. The experienced pilots will share some of ballooning's colorful history as well as the region's highlights!

TERMS & CONDITIONS

Travel package is non-refundable and subject to availability. Certificates/gift cards cannot be replaced. Hotel may be substituted with equal or similar accommodations. Blackout dates: Jan 1, May 27-30, Jul 2-4, Sep 3-6, Oct 6-9, Nov 4-5, 10-14, Dec 31. Balloon ride participants must weigh less than 275 pounds and the minimum height requirement is 57 inches tall. A supplemental fee will apply for balloon ride participants weighing more than 275 pounds. It is the pilots discretion who is deemed safe to fly. Balloon ride operates on specific days of the week and at specific times. If tour is not available, it may be substituted with equal or similar experience. A minimum 45 day advance reservation is required. Travel is valid for 18 months from date of issue.


Value: $3,700.00
Savor the Big Easy: Cooking, Culture & Classic Jazz

Savor the Big Easy: Cooking, Culture & Classic Jazz

Hand-On Cooking Class, Your Choice of Tour, Jazz Brunch and 3-Night Stay for 2

This Experience for 2 Includes:

  • Hands-on cooking class and dinner at New Orleans School of Cooking
  • Choice of immersive tour, to explore the city your way!
  • Jazz brunch at the legendary Court of Two Sisters
  • 3-night stay at Renaissance Pere Marquette Hotel in a standard room
  • Winspire booking & concierge service

There’s a reason New Orleans doesn’t just get visited — it gets felt. Music spills from open doorways, spice lingers in the air, and every street hums with stories layered deep in time. Here, meals are slow and soulful, jazz is a living language, and conversations unfold like traditions passed hand to hand. It’s a city that invites you to lean in, savor every note and flavor, and walk away feeling like you didn’t just see it — you lived it.

Click Here for More Information

Package blackout dates: The week of major US holidays and major local events. Additional dates may apply.

WINSPIRE PACKAGE REDEMPTION:
Winspire Travel packages and experiences must be booked within one year of the purchase date. The actual travel date must occur within two years of the purchase date.

WINSPIRE BOOKING & CONCIERGE SERVICES:
Winspire provides a team of seasoned travel professionals to help you redeem your experience. We will book all travel-related details and reservations for every part of your experience. Included within our services, Winspire can assist with extra hotel nights, airfare, and additional guests as a full-service travel agency.

ADDITIONAL INFORMATION:
Reservations are subject to availability, blackout dates, and major holidays. Reservations must be booked 60 days in advance of travel. Purchases through charity fundraisers are non-refundable. Certificates cannot be resold or replaced if lost, stolen, or destroyed. Ground transportation is the responsibility of the winner unless otherwise stated.

Value: $1,799.00