Quarter 3

History of Key West, Island Weddings, Famous Sunsets

July, August, September

Party in the USA…

Celebrating Key West History

In July 2025, to celebrate Key West’s rich history, DPR suggests programming that blends historical themes with the relaxed atmosphere of the resort, fostering memorable moments for all guests. Activities could include:

  • Morning Historical Walk & Talks and Mimosas with Amy - Interactive conversations (with a morning drink, of course) diving deep into nearby historical locations and learning about Key West’s history during the American Revolution, role in early U.S. politics, and its eventual rise as a cultural hub.

  • Legacy of the Sea “Nautical Challenges” - To acknowledge Key West’s naval history in a fun, family-friendly way, guests can participate in poolside “Naval Challenges.” These skill-building competitions will take place in resort pools and can reflect some element of navigation or exploration.

  • Key West Inspired Sunset Cocktails - Host evening sunset cocktail or happy hours featuring new drinks, available throughout the month only at this designated time. DPR recommends launching specialty cocktails, like one in patriotic colors and a tropical one that are named after historical components or events in Key West.

Conch Weddings

An island Wedding TRADITION

If we can’t do conch gardens, we’ll scale back to conch blowing. Time to take destination weddings to the next level by integrating in some local culture. For all weddings on property, couples will meet with Amy in advance to learn how to blow conch shells.

After the ceremony, they can mark the occasion and get the party started by simultaneously blowing the conch shells in celebration as husband and wife (or husbands/wives)!

Sunsets & Sips…

at the sunset pier

With the completion of the sunset pier renovations, DPR suggests utilizing this space two nights per week to offer couples packages with a curated selection of wines paired with small bites like fresh oysters, artisanal cheeses, and local Key West-inspired appetizers (like conch fritters or Key lime tartlets). Offer guided tastings explaining the different wines as the sun sets over the water. For a more VIP experience, the area can offer private seating with a personal wine butler.

Short Lead Pitching

  • Local Summer Staycations

  • Fourth of July Getaways

  • Last Minute Summer Vacations

  • Labor Day Weekend Destinations

  • Historical USA Stays

  • The Best Homebase for Key West Festival Season

  • Warm-Weather Escapes for the Fall

Long Lead Pitching

  • Holidays in the Keys

  • Key West Avalon Holiday House

  • Warm Weather Winter Getaways

Looking Ahead

  • Prepping for Q3 Press Trip (November)

  • Begin conversations about Holiday Offerings

  • Begin conversations about Black Friday/Cyber Monday Travel Deals

Festivals & Events

  • July 3-7 - Key West Key Lime Festival

  • July 23-27 - Hemingway Days

  • Aug 7-10 - 28th Annual Lobster Fest

  • Aug 29-Sept 1 - Just a Few Friends Key West Jimmy Buffett Festival