Gay Key West

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Nonprofit Cost: $2,950 + Add to Wishlist

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Sunset Sail & Harbor Tour, Dinner at Seven Fish, 3-Night Stay with Airfare for 2 (1836-2)

This Experience Includes:

  • Sunset Sail & Harbor Tour for 2
  • Dinner at Seven Fish Restaurant
  • 3-night stay in a standard guest room at Alexander's Guesthouse (Key West) 
  • Round-trip coach class airfare for 2 from within the 48 contiguous U.S. to Key West, FL
  • Winspire booking & concierge service

Gay Key West is a tropical sanctuary and crowning jewel internationally known as a top LGBTQ vacation spot celebrating openness and pride. Embracing its philosophy of “One Human Family,” the entire destination is renowned for its welcoming and accepting attitude.

Sunset Sail & Harbor Tour 
Set sail for a scenic harbor tour for 2 and enjoy a beautiful sunset on the intimate setting of Key West’s longest-running gay charter. The casual and friendly atmosphere allows you to be with that special someone or meet new friends. Includes complementary beer, wine and soft drinks, and great music.

Seven Fish Restaurant
Savor the freshest local fish in a casual, contemporary bistro setting with a $125 gift card towards dinner for 2 at this Key West classic.

Alexander’s Guesthouse Key West
Enjoy a 3-night stay with daily breakfast for 2 in the guestroom of a lovely 3-story Conch-Style house located on a quiet, tree-shaded street in the heart of Key West’s Old Town. Includes champagne and chocolate-covered strawberries in room upon arrival. The guesthouse is an LGBT owned and operated 5-star bed & breakfast and is listed in the National Historic Register. Adult property for guests 21 and over.

2020 Blackout dates: Oct 25-31; Nov 23-Nov 29; Dec 23 - Jan 2, 2021

This package includes round-trip coach class service for two from any major metropolitan airport in the 48 contiguous United States to Key West, FL, subject to availability.

Airfare must be booked within one year from the date of purchase. Airfare taxes and a $25 per person processing fee are the responsibility of the purchaser. Blackout dates: Thanksgiving, Christmas, and New Year’s weeks.

Business and First Class upgrades are available at the time of booking for an additional fee. Use of frequent flyer miles for upgrades is dependent on specific ticket restrictions as determined by the airline’s frequent flyer program.

Winspire Booking & Concierge Service
Winspire provides a team of seasoned travel professionals who will help you redeem your experience. All travel related details and reservations are handled for every part of your Winspire experience. Operating as a full-service travel agency, Winspire can assist with extra hotel nights, airfare upgrades, and additional guests. This service also provides you with an established network of onsite contacts who can help you book additional experiences, activities and tours.


Must be booked a minimum of 60 days in advance. Reservations are subject to availability and hotel may be substituted for comparable or better property. Certificates cannot be replaced if lost, stolen or destroyed. All purchases are non-refundable. Packages cannot be resold. Suggested retail value is calculated using tariff air rates and rack room rates. Ground transportation is not included.

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