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Key Largo

Marathon

Key West

St. Augustine

9-Day Luxury Florida Keys Adventure

9 days

4 cities

48 experiences

4 hotels

4 transports

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Lexington

Key Largo

Mar 26 – 28

Marathon

Mar 28 – 30

Key West

30 Mar – 2 Apr

St. Augustine

Apr 2 – 3

Lexington

Days 1-3

Mar 26 – 28

Key Largo

Hey there! Your stay in Key Largo from March 26 to March 28 is perfectly timed for you to enjoy the luxurious comfort of the Courtyard by Marriott Key Largo and dive into the stunning private boat tour with snorkeling and sandbar experience. Don't miss out on tasting the best Key Lime pie in the Keys while soaking up the vibrant island vibes. This leg offers a perfect blend of relaxation and adventure tailored just for you!

Stay

Days 1-3

Mar 26 – 28

2 nights

Courtyard by Marriott Key Largo

Room, 1 Queen Bed with Sofa bed

Non-Refundable

8.2

Very Good1,001 reviews

Itinerary

Days 1-3

Mar 26 – 28

Day 1•Mar 26•

26°C•3 Experiences

Arrival in Key Largo and Settling In

Day 2•Mar 27•

27°C•5 Experiences

Underwater Adventures and Sunset Cruising

Day 3•Mar 28•

27°C•8 Experiences

Islamorada Exploration and Drive to Marathon

Days 3-5

Mar 28 – 30

Marathon

Experience the charm of Marathon, Florida, nestled in the heart of the Florida Keys. Enjoy upscale dining options and explore the stunning marine life with activities like snorkeling and diving. Don't miss tasting the best Key Lime pie in the Keys, making your stay both delicious and memorable.

Stay

Days 3-5

Mar 28 – 30

2 nights

Fairfield Inn & Suites by Marriott Marathon Florida Keys

Suite, 2 Queen Beds, Hearing AccessibleBreakfast included

Non-Refundable

9.2

Wonderful1,219 reviews

Itinerary

Days 3-5

Mar 28 – 30

Day 3•Mar 28•

23°C•4 Experiences

Arrival in Marathon and Sandbar Exploration

Day 4•Mar 29•

23°C•5 Experiences

Reef Snorkeling and Sunset Sailing

Day 5•Mar 30•

23°C•2 Experiences

Beach Morning and Drive to Key West

Days 5-8

30 Mar – 2 Apr

Key West

Experience the vibrant charm of Key West from March 30 to April 2, 2027, where you can indulge in upscale dining and savor the best Key Lime pie in the Keys. Enjoy the unique blend of cultural attractions, stunning sunsets, and lively nightlife that make Key West a must-visit destination. This leg perfectly balances relaxation and adventure, ensuring a memorable stay before heading to historic St. Augustine.

Stay

Days 5-8

30 Mar – 2 Apr

3 nights

Casa Marina Key West, Curio Collection by Hilton

Room, 2 Queen Beds, Accessible, City View (Hearing, Roll-in Shower)

Non-Refundable

8.4

Very Good936 reviews

Itinerary

Days 5-8

30 Mar – 2 Apr

Day 5•Mar 30•

28°C•5 Experiences

Arrival in Key West and Trolley Exploration

Day 6•Mar 31•

29°C•5 Experiences

Hemingway History and Key West Landmarks

Day 7•Apr 1•

28°C•4 Experiences

Fort Exploration and Upscale Sunset Dining

Day 8•Apr 2•

29°C•1 Experience

Departure for St. Augustine

Day 8

Apr 2 – 3

St. Augustine

On April 2 to April 3, enjoy the charming and historic city of St. Augustine, Florida. Explore the oldest city in the U.S. with its cobblestone streets, Spanish colonial architecture, and vibrant cultural scene. It's a perfect stop to unwind and soak in rich history before heading back to Lexington, SC.