All-Inclusive Key West Vacation Packages

What’s Included in a Key West All-Inclusive Package?

While the exact contents of packages may vary by provider, most all-inclusive Key West vacations typically include:

Accommodations: Historic inns near Duval Street, oceanfront resorts with pools, or boutique hotels with lush gardens

Meals & Drinks: Daily breakfast, welcome dinners, food tours, or access to on-site dining (some with drink credits or open bars)

Transport: Airport pickups from Key West International Airport (EYW) or shuttle transfers from Miami

Excursions: Snorkeling trips, bike rentals, walking tours, and sunset cruises

Amenities: Pool and beach access, on-site entertainment, yoga classes, or wellness services

Optional Add-ons: Jet ski rentals, parasailing, paddleboarding, eco-tours, or spa services

Some packages are designed with specific traveler types in mind—whether romantic getaways, family adventures, or historical walking holidays.

Signature Experiences in Key West

🌇 Sunset Celebrations at Mallory Square

Every evening, Mallory Square hosts a vibrant street party with:

Jugglers, musicians, and fire dancers

Local food vendors and tropical cocktails

Uninterrupted views of the sun melting into the Gulf of Mexico

This daily ritual is often included as a welcome evening in all-inclusive itineraries.

🌊 Snorkeling and Reef Adventures

Key West is home to the only living coral barrier reef in the continental U.S.

Catamaran tours to snorkeling hotspots like Sand Key or Dry Tortugas

Options for reef diving, kayaking, or dolphin encounters

Glass-bottom boat tours for families or non-swimmers

🏠 Ernest Hemingway Home & Museum

Step into the life of the famed author:

Guided or self-paced tours of the Spanish Colonial home

Visit with the famous six-toed cats

Nearby literary walking tours available in many packages

🛥️ Dry Tortugas National Park

Accessible only by boat or seaplane, this remote park is a highlight:

Explore Fort Jefferson, swim in crystal-clear waters, and snorkel among sea turtles

Most packages offer optional full-day guided tours or chartered sailings

🎉 Duval Street & Old Town Charm

This main thoroughfare is the heart of nightlife and culture:

Boutiques, bars, art galleries, and historic landmarks

Home to Sloppy Joe’s Bar, Margaritaville, and drag cabarets

Great for food tastings and pub crawls included in certain adult-oriented packages

Best Time to Visit Key West

Winter (December–March): Mild, dry, and ideal for snowbirds; book early for better rates

Spring (April–May): Warm waters and cultural festivals

Summer (June–August): Hot but with great value, fewer crowds, and excellent reef visibility

Fall (September–November): Quietest time; warm waters remain, but occasional tropical storms

Each season offers a unique vibe—from lively crowds to peaceful serenity.

Who Should Consider These Packages?

👵 Seniors

Key West's relaxed pace, rich cultural heritage, and warm climate make it a favorite among older travelers. Many packages include gentle walking tours, historic excursions, and convenient transportation.

👨‍👩‍👧‍👦 Families

Despite its party image, Key West is family-friendly with attractions like:

The Key West Aquarium

Butterfly & Nature Conservatory

Beach days on Fort Zachary Taylor Historic State Park

Packages often feature family suites and activity bundles for kids and teens.

👩‍❤️‍👨 Couples

Key West is a top destination for romance:

Candlelit dinners, spa treatments, and sunset sailing excursions

Private balconies, adults-only pools, and boutique stays

Elopement and vow renewal add-ons available in premium packages

👤 Solo Travelers

A welcoming island full of solo-friendly activities:

Join group snorkeling tours or foodie excursions

Relax in cafes and meet locals in art galleries or yoga studios

Packages may include solo supplements waived or custom itineraries

6–7 Day Sample Itinerary

Day 1: Arrival, welcome cocktail, sunset celebration at Mallory Square

Day 2: Breakfast, snorkeling tour, dinner at a waterfront bistro

Day 3: Morning yoga, Hemingway Home tour, free evening

Day 4: Full-day trip to Dry Tortugas National Park

Day 5: Art walk and lunch on Duval, Key Lime Pie tasting

Day 6: Paddleboard or spa day, dinner cruise

Day 7: Brunch and transfers for departure

Many providers allow flexible schedules, depending on personal interests.

Dining Highlights

Key West is a culinary destination in its own right:

Seafood: Fresh conch fritters, grilled snapper, and Caribbean-style lobster

Cuban Cuisine: Influences are strong, with ropa vieja and Cuban coffee must-tries

Desserts: Don’t miss a slice of the iconic Key Lime Pie

Beverages: Rum cocktails, local beers, and tropical fruit smoothies

Some all-inclusive packages offer dining credits or access to exclusive tasting events.

Travel Tips & Essentials

Airport: Key West International (EYW) is small but efficient

Local Transit: Taxis, trolleys, rental bikes, or walking (most areas are compact)

What to Pack: Reef-safe sunscreen, swimwear, walking shoes, and breathable clothing

Eco Tips: Limit plastic use, respect reef zones, and support local businesses

Entry Requirements: U.S. travelers do not need passports; international visitors should check visa status

What May Not Be Included

Gratuities and resort fees

Personal spa treatments and private charters

Event-specific fees or festival access

Review each package to know exactly what's included.

Final Thoughts

Key West is more than just a beach—it’s a mood, a culture, and a celebration of life. From snorkeling among coral reefs to toasting the sun as it dips below the Gulf horizon, this southernmost island of the U.S. delivers beauty, whimsy, and unforgettable memories. All-inclusive Key West vacation packages make it easier than ever to unlock this magic, with every detail handled—leaving you free to enjoy the moment.