Overview
Escape to tropical paradise with this 6-day Key West girls’ getaway. From spa mornings and sunset sails to snorkeling adventures and boutique browsing along Duval Street, this itinerary delivers the perfect balance of island relaxation and playful fun. Ideal for groups seeking sunshine, sea breezes, and unforgettable moments with your crew.
Highlights
- Oceanfront spa experiences with tropical facials and cocktails.
- Iconic snorkeling trips paired with reef exploration and cocktails.
- Lively barhopping and drag shows on Duval Street.
- Walking tours showcasing historic landmarks and local art.
- Optional beach picnics, sunset sails, and scenic bike rides.
Itinerary
Morning & Afternoon:
Arrive in Key West and transfer to your chic resort, where unbeatable ocean views and a luxury ambiance welcome you to paradise. Sip on mojitos at the pool bar as you settle in, then stroll along the beach or relax in a hammock with your favorite frozen drink.
Evening:
Indulge in a scenic dinner at Latitudes on Sunset Key for breathtaking views during magic hour. If you’re up for it, head to Mallory Square for a festive first-night sunset, complete with street performers and a lively tropical vibe.
Highlights:
- Picture-perfect arrival with poolside mojitos.
- Sunset dining that captures island magic.
- Relaxed beachfront beginnings under golden skies.
Accommodation:Â Ocean Key Resort & Spa or similar luxury property.
Morning & Afternoon:
Rejuvenate with a spa session featuring sea salt scrubs, tropical facials, and soothing massages. Afterward, enjoy poolside lunch and some well-earned downtime. Spend the afternoon exploring iconic Duval Street, where boutique shopping, creative galleries, and vibrant island energy await.
Evening:
Fuel your night with a bar-hopping tour visiting Key West icons like Sloppy Joe’s, Green Parrot, and The Rum Bar. For added fun, catch a spectacular drag show or dance the night away.
Highlights:
- Morning bliss with luxurious spa treatments.
- Eclectic shopping + tropical treasures on Duval Street.
- Legendary nightlife in a lively, laid-back setting.
Accommodation:Â Ocean Key Resort & Spa or similar luxury property.
Morning & Afternoon:
Enjoy a snorkeling catamaran cruise, where you’ll explore vibrant reefs, spot tropical fish, and soak up the sunshine. Refresh with cocktails served onboard and unforgettable ocean views. Afterward, enjoy lunch at Blue Heaven, a quintessential island spot famous for its laid-back vibes and incredible key lime pie.
Evening:
Spend happy hour at Half Shell Raw Bar on the harbor before dining beachside at Louie’s Backyard, combining elegance and oceanfront charm. Wrap up the day with optional sunset paddleboarding or peaceful stargazing along the beach.
Highlights:
- Snorkeling adventures with cocktails and views.
- Iconic island dining at beloved local spots.
- Evening tranquility with optional paddleboard or starry skies.
Accommodation:Â Ocean Key Resort & Spa or similar luxury property.
Morning & Afternoon:
Start your day with bold coffee from the Cuban Coffee Queen before embarking on a guided walking tour of Key West’s most famous sites, including the Ernest Hemingway House, Southernmost Point, and local art galleries. Browse unique finds at shops like Fury Surf Shack and Key West Aloe.
Evening:
Enjoy a rum tasting or cocktail-making class at Papa’s Pilar Distillery before dining al fresco at Bagatelle, a restaurant known for its lush Caribbean-inspired setting. End with karaoke or enjoy live music at Hog’s Breath Saloon for a lively conclusion to your cultural day out.
Highlights:
- A cultural blend of history, art, and island landmarks.
- Rum tasting and signature cocktails for an added twist.
- An engaging mix of charm, music, and leisure.
Accommodation:Â Ocean Key Resort & Spa or similar luxury property.
Morning & Afternoon:
Spend your final full day in Key West your way. Option A lets you indulge in a private cabana by the resort pool, complete with cocktails and snacks. Option B takes you to the beach for a curated picnic with charcuterie, rosé, and tropical vibes. Option C is ideal for adventurers, featuring bike rentals to cruise the island at your own pace.
Evening:
For your last Key West sunset, climb aboard a catamaran for a magical sail with cocktails, live music, and ocean breezes. Finish the night with a group dinner at Hot Tin Roof, toasting to an incredible getaway with champagne and oceanfront views.
Highlights:
- Options tailored to relaxation or light adventure.
- Stunning sunset with live music aboard a catamaran.
- Beachy farewell dinner with champagne and camaraderie.
Accommodation:Â Ocean Key Resort & Spa or similar luxury property.
Morning:
Enjoy your final island breakfast at Sarabeth’s or Breakfast Club, Too, soaking in Key West’s tropical essence one last time. Browse for last-minute souvenirs like handcrafted jewelry, breezy sarongs, or tropical hot sauce to take home a piece of paradise.
Afternoon:
Depart for the airport with warm memories, fabulous photos, and that unmistakable Key West glow.
Highlights:
- Farewell brunch filled with local flavors.
- Unique mementos for sustainable island memories.
- A smooth, serene transition to the next adventure.
Includes / Excludes
Cost Includes
- Accommodations: 5 nights at a luxury beachfront resort.
- Activities: Options for spa treatments, snorkeling, and guided walking tours.
- Meals & Drinks: Curated dining recommendations and iconic bar stops.
- Transportation: Transfers to/from the airport and convenient, central locations.
Cost Excludes
- Flights to/from Key West.
- Specialty spa treatments, guided activities, or sunset sails.
- Additional meals, bar tabs, or private events.
- Tips for guides, drivers, and servers.
- Personal shopping and unique souvenirs.
