Wheels Up, Heels Up Presents..
🍷Napa Valley, California 🍷
Sip, Savor, & Indulge
September 3rd–6th, 2026
Labor Day Weekend. Wine country views. Vineyard hopping. Great food, great wine, and even better company. This is the perfect blend of luxury, leisure, and Napa Valley charm.
✨Includes:
•4 days, 3 nights premium accommodations at a luxury Napa Valley resort
•Flight route, airport and local transportation guidance*
•Virtual host support throughout trip
•Opportunity to join optional group activities or explore Napa Valley independently
•Potential on-site trip host experience (see note below)
•Fully curated itinerary
💰 Cost & Payment Schedule:
$699 per person double occupancy
(Special March Madness pricing, must book by Mar 31st)
Secure your spot with just a $75 non-refundable March Madness deposit
Remaining balance due in full: July 19th, 2026
Failure to submit payment by 11:59 PM on the due date will result in the automatic cancellation of your reservation
📍Buy Now, Pay Later options available including Affirm, Afterpay, Klarna, and Sezzle (subject to approval)
🛌 Room Category:
Premium Two Double Beds or One King Bed Room in Mansion Suites
(please attach your bed request in notes or send us an email)
📌 Please Note:
-A passport is not required; a REAL ID-compliant form of identification is strongly recommended
-Airport transportation is not included due to multiple airport options serving the Napa Valley area (SFO, OAK, SMF, and APC)
-Our team will provide recommended flight routes and trusted transportation options, and can assist with coordination and booking upon request. If flight details are submitted at least 45 days prior to departure, transportation can be arranged on your behalf at the guest’s expense
-Single
-Resort fees (approx. $60+/night per room) are not included and will be paid directly to the hotel
-A standard hotel incidental hold may apply
-Open to travelers 21+
-Single occupancy pricing is a supplemental fee of +$500
-Roommate pairing is available until June 30th. After this date, travelers must have a confirmed roommate or request a single occupancy rate
-Perfect for travelers looking to experience the best of Napa—from vineyard tastings to iconic experiences like the Napa Valley Wine Train
🔅Physical Trip Host Note:
This experience is designed with flexibility in mind. Travelers may explore Napa Valley at their own pace or participate in optional group moments. A dedicated on-site host may be added to enhance the experience through curated meetups and shared activities.
✨ Itinerary:
The itinerary will be shared 30–45 days prior to departure with full details
Optional experiences throughout your Napa Valley weekend may include:
•The Napa Valley Wine Train
•Visits to curated wineries, including Black-owned wineries
•Hot air balloon rides and bike tours through the vineyards
•Elevated brunch and dining experiences
•Spa and wellness experiences
•Downtown Napa exploring and boutique shopping
•Scenic picnics and golden hour photo ops
Financial Terms:
-Making a reservation signifies that you agree to all payment terms and conditions including but not limited to: all deposits, payments and sales are non-refundable and non-transferable.
-Tips, gratuities and items of a personal nature are not included in package pricing. The suggested tip amount is approx. $5-$10 to staff, drivers, waitresses, etc.
Questions?
support@wheelsupheelsup.net
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$75.00Price
By making a purchase on this website you agree to all terms and conditions. By making a purchase on this website, you understand all payments to Wheels Up Heels Up Travel LLC are non-refundable and non-transferable without the proper travel protection through the agency. You further acknowledge that you have been advised to purchase travel insurance and/or protection to protect your investment.
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