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Crandon Park Beach, Miami, Florida

Miami & Florida Keys Fly-Drive Tour

11-day tailor-made self-drive from £1,855 pp incl. flights

Special offer: Free car hire offer & air discount on selected dates – Save up to £340pp

Free car hire available on this itinerary


Short description

A luxury road trip circuit that moves from Miami’s architecture out to Florida’s stretching archipelago


  • Immerse yourself in the island life of the Florida Keys, with crystal clear waters, picturesque beaches and laid back towns
  • Indulge yourself in Miami; ‘The Magic City’ combines glamorous living with blood-orange sunsets, a perfect backdrop to its protected architectural district
  • Go at your own pace on this self-drive tour, with impossible bridges that knit islands together and days spent relaxing poolside

In Brief

  • 2 Nights Miami
  • 2 Nights Islamorada
  • 3 Nights Key West
  • 2 Nights Islamorada


Recommended for:
Beach | City | Relaxation | Self-drive

Starting in Miami, you’ll be treated to blood-orange sunsets over famed boardwalks, a perfect backdrop to its protected architectural district. You’ll then immerse yourself in island life on the Florida Keys with its crystal clear waters, laidback towns and, this being the Sunshine State, picturesque beaches. Go at your own pace on this self-drive tour as you enjoy coastal drives and impossible bridges knitting together tiny islands. Or, simply relax poolside looking out for swimming dolphins.

Day by day itinerary

Day 1

After arriving into Miami, check into the stylised chic of your South Beach Hotel – the perfect introduction to Miami’s Art Deco architecture. Depending on your arrival time, you'll have a chance to stroll along the seafront, admiring the impressive buildings, and the relaxed and feel-good west coast atmosphere.

Stay: The Betsy Hotel, Miami (Superior)

Day 2

You’ll then have a full day to explore the sleek modernist curves of Miami Beach Architectural District. Founded in 1979, it features 960 historic buildings that include ornate hotels, streamlined delis and neon theatres. But Miami is much more than its heritage buildings as many see little else apart from its iconic beaches, just across from your hotel. There’s also a wide selection of fine dining restaurants – the jewel in the crown of the city’s lively nightlife scene. Alternatively, head into the wildlife rich Everglades or take a trip to Little Havana to experience the culture and mouth-watering food of the city’s Latin side.

Stay: The Betsy Hotel, Miami (Superior)

Days 3-4

On your third day, continue your exploration of Miami before picking up your hire car as you head for the spectacular Islamorada. Known as the ‘Village of Islands’, Islamorada, is home to raking sunsets and world-class scuba diving and snorkelling in the island’s underwater coral gardens. With the Keys forming a divide between the Atlantic and the Gulf of Mexico, there’s also tournament-grade fishing and scenic boating. Back at your accommodation, dine on freshly caught seafood at Cheeca Lodge, featuring almost 400 metres of palm tree fringed beach.

Stay: Cheeca Lodge, Islamorada (Superior)

Days 5-7
Key West

A drive further along the Florida Keys archipelago will bring you to bohemian Key West where you can visit Ernest Hemingway’s Spanish colonial villa and writing studio. Convivial bars line Caribbean streets in a town that’s closer, quite literally, to Havana than it is the Florida mainland. As such, visitors will enjoy literary festivals and a thriving arts scene.

Stay: Casa Marina, Key West, Florida (Superior)

Days 8-9

Retrace your journey over Seven Mile Bridge to Duck Key; surrounded by aquamarine water, it’s another island paradise but this time with its own pod of dolphins. Get up close to them on swimming experiences in the resort’s freshwater lagoon. Unsurprisingly, watersports take centre stage as you can snorkel, paddle board, kayak, scuba dive and fish to your heart’s content. If you’re looking for something more relaxing, simply unwind at your beachfront hotel.

Stay: Amara Cay (Superior)

Day 10
Depart for UK

On your final day in America, return your car to the airport for your overnight flight back to the UK.

Day 11
Arrive UK

Arriving back in the UK, continue your journey home.



Any element of this itinerary can be adjusted to suit your needs. Just contact us to find out more.

Accommodation rating: Superior Deluxe

11-day tailor-made self-drive from £1,855 incl. flights


Special Offer

Free car hire offer & air discount on selected dates: Save up to £340 pp.

Book by: 30 September 2018

Low Season

from £1,855 pp. incl. flights

High Season

from £2,350 pp. incl. flights


  • Complimentary UK airport lounge access
  • Return flights from London to Miami
  • 10 nights accommodation in typically 4/4+* (Superior) hotels on a room-only basis
  • 8 days Economy car hire and personalised road book

High season: Jul-Aug

Terms & Conditions

Prices are per person based on two people sharing a twin/double room; prices are subject to availability and possible change; normal booking conditions apply.

Meet our experts

Speak to a tailor-made specialist on 020 7590 0636

Meet the team

Adjust your itinerary with our recommended extensions

Classic Car Art Deco Architecture (Days 1–4)


Jump into a 1950s convertible and ride down Ocean Drive with one of Miami’s top historic preservationists. You’ll be guided through the Art Deco architecture before sampling some of South Beach’s fusion food in a rooftop bar, complete with views over the city.

Why book with Wexas Travel?

At Wexas, we specialise in bespoke travel experiences. Our itineraries are just samples of what we can arrange, and can be changed depending on your precise needs, finances and ideas by our experienced destination specialists.

Contact one of our consultants on 020 7590 0636 to discuss how we can tailor your holiday.

Learn why Wexas is the leader in creating luxury holidays. What is tailor-made travel?

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Let our travel specialists curate the perfect holiday:

  • Inspirational ideas based on experience
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Every step of the way

Every step of the way

Our services are with you from start to finish:

  • Dedicated personal consultants
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  • Free airport lounges on qualifying bookings
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