Trips For Sale!

904: italy’s best kept secret - 5 night stay for 4
Buy it now price: $2700

Italy’s Best Kept Secret

A Taste of Tuscany in Its Most Authentic Season for 4

Experience for 4 Includes:

• 5-night stay in a 2-bedroom apartment in Cortona Italy

• Two curated seasonal signature experiences (based on month of travel)

• Winspire booking & concierge service

There is a side of Tuscany few travelers ever see — a quieter, more intimate season when traditions unfold naturally and the rhythm of life slows to something deeply authentic. Italy’s Best-Kept Secret invites you to experience Tuscany as locals do, beyond the crowds and beneath softer skies, where every moment feels personal and unhurried.

From autumn harvest rituals to candlelit winter dinners, from private family tables to the first stirrings of spring in the vineyards, this curated off-season journey reveals a Tuscany that is lived rather than observed. Based in the timeless hill town of Cortona, your five-night stay becomes the setting for a signature seasonal experience tied to the month of travel — each thoughtfully designed to immerse you in the region’s culture, cuisine, and enduring traditions.

This is not peak-season Italy. This is Tuscany at its most soulful

905: Pickleball & Peaks: Stowe Escape for 2
buy it now price: $2500

Pickleball & Peaks: Stowe Escape

Mountain Luxury, Pickleball Play & Vermont Flavors for 2

This Experience for 2 Includes:

• Private Pickleball Clinic with Reserved Court Time

• Choice of Food & Beverage Experience:

o Cider & Spirits of Vermont

o Microbreweries of Vermont

o Vermont Flavors Food Tour

• 3-night midweek stay at Topnotch Resort, Stowe, Vermont (Sunday to Thursday)

• Winspire booking & concierge service

Set against the backdrop of Vermont’s Green Mountains, Stowe delivers crisp air, refined charm, and year-round beauty. This three-night escape blends active play with culinary discovery — offering the perfect balance of energy and indulgence.

Whether visiting during vibrant fall foliage, snow-dusted winter, lush summer, or fresh spring bloom, Stowe feels intimate, authentic, and effortlessly upscale.

906: Lakeside Bliss in Tahoe
Buy it Now Price: $2500

Guided Hike, Paddleboarding or Kayaking and 3-Night Stay at the Hyatt Regency Lake Tahoe Resort for 2

This Experience for 2 Includes:

● 3-night stay in a standard king bedded guest room at Hyatt Regency Lake Tahoe Resort, Spa & Casino (Incline Village)

● Choice of guided hike: Monkey Rock, Flume Chickadee Ridge, or Lollipop Loop (2 hrs, 2.5 miles each — with substitutions if needed)

● 1-hour paddleboard or kayak rental on Lake Tahoe

● Winspire booking & concierge service - seamless support for every detail

Lake Tahoe: Adventure Meets Serenity: Nestled in the majestic Sierra Nevada mountains, Lake Tahoe is a destination where sapphire waters meet pine-studded peaks. Days here can be as adventurous or as laid-back as you choose — paddle across crystal-clear waters at sunrise, hike scenic ridgelines with panoramic lake views, or simply sip wine while watching the sunset shimmer over the water. Whether you’re craving the thrill of exploration or the stillness of alpine beauty, Tahoe offers the best of both worlds.

907: The Aloha Collection: Your Island, Your Adventure
Buy it now price: $3000

Choose your paradise and customize your unforgettable Hawaiian escape.

This Experience for 2 Includes:
* 4 nights at a menu of Outrigger Resorts - choose the islands and duration that inspire you most.
    - Outrigger Waikiki Beach Resort - City View room
    - Outrigger Kona Resort and Spa - Resort view
    - Outrigger Kauai Beach Resort & Spa - Garden View room
    - Outrigger Ka’anapali Beach Resort - Premium Garden View room
* Your choice of one experience from a curated selection of adventures
* Winspire booking & concierge service

Experience Hawaii your way with the freedom to choose - or divide your stay between - any of four enchanting islands: O‘ahu, Maui, Kaua‘i, or the Big Island of Hawai‘i. Each four-night getaway for two includes luxurious accommodations at an Outrigger Resort, and an adventure to explore the island. Dive into history at Pearl Harbor, watch the sunrise over Haleakalā, explore volcanic landscapes in Kona, or cruise through the cinematic beauty of Kaua‘i.

Whether you savor four serene nights in one paradise or split your stay between multiple islands for the adventure, every moment is curated for wonder, relaxation, and discovery. With Winspire’s expert booking and concierge service, your dream island-hopping Hawaiian escape begins exactly how you imagine it.

908: costa rica: the ultimate family adventure
Buy it now price: $4800

Costa Rica: The Ultimate Family Adventure

A 5-Night Escape to Beaches or Volcanoes for 4

This Experience for 4 Includes:

• 5-night stay at your choice of resort:

• Tamarindo Diria Beach Resort, Guanacaste (Family Pool View Room) OR Arenal Manoa Resort & Hot Springs (Junior Suite)

• Choice of 2 signature family-friendly excursions

• Round-trip airport transfers

• Winspire booking & concierge service

Costa Rica is more than a destination — it’s a playground for connection. Here, mornings begin with sunshine and possibility. Afternoons are filled with laughter, discovery, and a little adrenaline. Evenings slow down just enough to relive the day’s adventures together.

Whether your family imagines riding waves along the Pacific or spotting sloths beneath a towering volcano, this five-night escape invites you to choose your backdrop — and create memories that will be talked about for years to come.

This is pura vida — experienced side by side.

909: Iceland - Northern Lights and Crystal Ice
Buy it now Price: $3200

Iceland: Northern Lights & Crystal Ice

Journey of Fire, Ice & Aurora and 5-Night Stay for 2

This Experience for 2 Includes:

• 3-night stay in Reykjavik at Hotel Storm, Skuggi Hotel (or similar)

• 2-night stay in Vik at Hotel Katla (or similar)

• Blue Lagoon Comfort Admission

• Crystal Blue Ice Cave Experience

• Northern Lights viewing opportunities (weather permitting)

• Winspire booking & concierge service

In winter, Iceland transforms.

Dark skies stretch wide and uninterrupted. Snow softens volcanic terrain. Steam rises from lava fields into crisp Arctic air. Glaciers shimmer in tones of blue and silver.

This five-night journey blends Reykjavik’s cozy urban charm with the raw, cinematic beauty of Iceland’s South Coast — where frozen landscapes and dancing skies create moments you don’t just witness, you feel.

910: Need for speed- las vegas supercar experience
Buy it now price: $2750

Need for Speed: Las Vegas Supercar Experience

High-Speed Supercar Driving & 3-Night Las Vegas Escape for 2

This Experience for 2 Includes:

• Exotic supercar driving experience

• 3-night stay at a 4-star hotel on the Las Vegas Strip

• Winspire booking & concierge service

There are fast cars… and then there are machines engineered to make your pulse race.

This is your chance to step out of the ordinary and into the driver’s seat of an exotic supercar built for pure performance. In the heart of Las Vegas, where excess and excitement rule the day, you’ll unleash hundreds of horsepower on a professional racetrack designed to let these elite machines truly come alive.

The moment you grip the wheel, hear the engine roar to life, and feel the vibration beneath you, everything else disappears.

911: Reel in Colorado: Fly Fishing Retreat
Buy it now price: $2650

Reel in Colorado: Fly Fishing Retreat

Half Day of Fly Fishing, Casting Lesson, and a 3-Night Stay for 2

This Experience for 2 Includes:

• Half-day guided fly-fishing experience on Boulder Creek or Clear Creek

• Fishing licenses

• Casting lesson

• 3-night stay in a deluxe room at the Limelight Hotel Denver

• Winspire booking & concierge service

Where Wilderness Meets Serenity: Cast your line into the heart of the Rockies with a fly-fishing adventure on Boulder Creek or Clear Creek, the choice is yours, some of Colorado’s most picturesque waterways. Crystal-clear currents wind through pine-dotted canyons and golden meadows, teeming with rainbow and brown trout. Whether you’re an experienced angler or a first-timer, you’ll be guided to the best pools and riffles — surrounded by mountain peaks, the sound of rushing water, and the quiet rhythm of nature.

912: Napa Valley Tasting Escape
Buy it now price: $2500

Napa Valley Tasting Escape

Schramsberg Cave Tour, Wine Tasting Experience & 3-Night Vineyard Stay for 2

This Experience for 2 Includes:

• Handwritten Wines Bread & Butter Tasting Experience

• Schramsberg Winery Cave Tour and Tasting

• 3-night stay at The Setting Inn Napa Valley

• Daily breakfast featuring Thomas Kellers’s Bouchon Bakery pastries

• Winspire booking & concierge service

Napa Valley is where rolling vineyards meet world-class craftsmanship and relaxed sophistication. This thoughtfully curated escape invites you to slow down, sip deeply, and experience the region through iconic estates and intimate hospitality. From handcrafted varietals to historic sparkling wine cellars, every moment blends heritage, flavor, and effortless elegance.

913: grand canyon under the stars
Buy it now price: $2800

Grand Canyon Adventure, Stargazing & 3-Night Sky Dome Stay for 2

This Experience for 2 Includes:

• Guided Grand Canyon Hummer Tour

• Stargazing

• 3-night stay in a Sky Dome at Clear Sky Resorts Grand Canyon

• Complimentary amenities such as live music and nightly s’mores

• Winspire booking & concierge service

Few places on Earth stir the soul quite like the Grand Canyon National Park. Vast, timeless, and endlessly dramatic, its layered cliffs glow in shades of amber and crimson as the sun sinks toward the horizon.

By day, the canyon reveals its staggering scale — a mile deep and nearly twelve miles across. By night, the desert sky comes alive. Far from city lights, the stars emerge in dazzling brilliance, stretching across the heavens like a living canvas.

This unforgettable escape invites you to experience both worlds: the awe-inspiring landscapes of the American Southwest and the quiet magic of a desert sky filled with stars.

914: Taste of tuscany: Wine, Cuisine & Countryside- 7 night stay for 4 with driver

Cortona Countryside Villa for 7 Nights, Daily Breakfast, Cooking Class & Dinner, Wine Tour and Private Driver for Up to 4

This Experience for 4 Includes:

●        7-night stay in a private villa in Tuscany (Cortona, Italy)

●        Daily chef-prepared breakfast and daily maid service

●        Private cooking class & dinner in your villa

●        Tours & tastings at 2 distinguished wineries

●        Private driver for 8 hours a day during your stay

●        Winspire booking & concierge service

Golden sunlight drapes across rolling hills, casting a warm glow over ancient stone farmhouses and fields lined with cypress trees that stand like timeless sentinels. Vineyards unfurl in every direction, their rows of vines painting the countryside in a patchwork of emerald and gold. The air is laced with the fragrance of rosemary and lavender carried on a gentle breeze, mingling with the aroma of freshly baked bread from a nearby village.

You awaken to the hiss of espresso and the buttery scent of warm pastries, lovingly prepared by your private chef. From your terrace, the landscape stretches endlessly — olive groves shimmering silver in the light, church bells echoing faintly in the distance. This is not a dream, but the daily rhythm of Tuscany — where time slows, senses awaken, and every moment feels touched by magic.