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Miami, Key West and Treasured Islands of the Caribbean Cruise and Tour

Prices checked 25 October 2026 · Titan Travel · Supplier snapshot; confirmation required.

Miami, Key West and Treasured Islands of the Caribbean Cruise and TourChoose your departure & see monthly prices →

Spend five days on a southern Florida tour from Miami’s curving 1930s art deco delights to Key West by way of the amazing Overseas Highway and the wetland wilderness of Everglades National Park. Then slow down to island pace as you step aboard your elegant ship to cruise the Caribbean. Visit highlights such as Turks and Caicos, Puerto Rico, U.S. Virgin Islands, as well as Half Moon Cay, Holland America Line’s private island in the Bahamas.

Plan this tour with Kat & Simon Morgan — Personal Travel Consultants at Hays Travel. Call 0800 0662 694 for help comparing dates, departure points and room options.

Tour highlights

Further highlights

Your itinerary

In supplier order. Some entries may cover multiple days; optional experiences are described by the supplier.

Sample itinerary. Choose a departure for its exact itinerary and hotel plan.

Day 1 — UK - Miami

Our nationwide shared chauffeur service collects you from home for your flight to Miami. On arrival, we transfer to our hotel.

Titan VIP door-to-door service, new logo
Day 2 — Miami

Sprawling white sands lapped by clear waters, curving art deco architecture and the vibrant soul of Little Havana. The city is all these things and more but today you get to see it and feel it for yourself. Welcome to Miami.

This morning we’ll head out on a guided tour before spending the afternoon as you please. Perhaps bite into freshly baked arepas on Lincoln Road or take in Wynwood’s eye-popping murals. If you want to put up your feet, there’s no better place than Miami Beach for people watching and boundless sea views.

Day 2 — Miami
Day 3 — Key West

Palm-lined streets with elegant gingerbread mansions and tin-roofed conch houses. Key West is a rum-soaked paradise with a vibrant Caribbean charm. It’s a tropical oasis - a seven-square-mile island dropped in impossibly blue waters. But it’s also laden with history and as you spend the next couple of days sinking your toes into the sand, you’ll begin to understand why Hemingway never left.

Day 3 — Key West
Day 4 — Key West

Today we take the conch train, which follows a route around the island. You’ll see ornate Victorian mansions, stop by where Ernest Hemingway would socialise, and explore Old Town Key West. You’ll learn about the Conch Republic’s history and residents, both past and present.

We’ll also visit Hemingway’s 1930s home, located in the very heart of Old Town Key West, where the Nobel Prize winner wrote for more than 10 years. The rest of the day is yours to spend as you please. Perhaps do as the locals do and enjoy the dramatic sunset with a rum punch.

Day 4 — Key West
Day 5 — Everglades National Park - Fort Lauderdale, Florida

In a state renowned for pristine palm-lined beaches, the Everglades offers an entirely different experience. It’s the third-largest National Park in the USA, but there is no wilderness like it anywhere else in the country. It’s a vast subtropical area, where cypress trees tower overhead and the toothy grins of the resident reptiles peer up from below the water’s surface. This afternoon, we enjoy an airboat ride to explore the area to its fullest, before continuing to Fort Lauderdale Beach.

Day 5 — Everglades National Park - Fort Lauderdale, Florida
Day 6 — Fort Lauderdale

Beautiful beaches, a network of Venice-like waterways and gleaming yachts bobbing in the marina. It’s little wonder most people don’t stray too far from the coast when they visit Fort Lauderdale. It’s known as Miami’s northern, laid-back sister city and with a leisurely morning to spend as you please, we hope you’ll feel the same way. Perhaps sit back in a deck chair on the beach or get back to nature in the peaceful and green central park.

This afternoon we head to the port where you’ll board our ship. You’ll have time to settle into your cabin before we set sail later this afternoon.

Please note: Holland America offer their ‘Have it All’ package for £420: Included drinks on board through the ‘Signature Beverage Package’, $100 per person shore excursion credit for use towards a variety of shore excursions, 1 night specialty dining at the award-winning Pinnacle Grill, Canaletto or Tamarind restaurant, and on-board Wi-Fi.

Meals: Dinner

Day 6 — Fort Lauderdale
Day 7 — At sea

At sea

Meals: Breakfast, Lunch and Dinner

Day 8 — Grand Turk, Turks and Caicos

This morning, arrive in Grand Turk, the historic heart of the Turks and Caicos Islands. Explore Cockburn Town, the nation's capital and oldest settlement, where colourful architecture lines quiet, sun-drenched streets. Surrounded by turquoise waters, the island is renowned for its pristine beaches and vibrant coral reefs, with the deep Atlantic Ocean lying just offshore. Depart in the afternoon.

Meals: Breakfast, Lunch and Dinner

Couples toast champagne on deck of a Holland America Line cruise ship
Day 9 — San Juan, Puerto Rico

Arrive in San Juan this afternoon and discover one of the Caribbean's oldest and most characterful cities. Explore the historic quarter of Old San Juan, a UNESCO World Heritage Site, where blue cobblestones, colourful facades and imposing Spanish forts tell the story of more than 500 years of history. Beyond its rich heritage, Puerto Rico's capital is known for its lively culture, beautiful coastline and warm island hospitality. Continue exploring into the night until you set sail later that evening.

Meals: Breakfast, Lunch and Dinner

Day 10 — St. Thomas, U.S.V.I.

Wake up in St. Thomas, an island renowned for its spectacular scenery and sheltered natural harbours. Explore Charlotte Amalie, the capital of the U.S. Virgin Islands, where historic buildings and vibrant waterfronts reflect centuries of maritime history. From palm-fringed beaches to panoramic viewpoints overlooking neighbouring islands, St. Thomas offers a perfect blend of scenery, history and laid-back island charm.

Meals: Breakfast, Lunch and Dinner

Day 11 — At sea

At sea

Meals: Breakfast, Lunch and Dinner

Day 12 — RelaxAway Half Moon Cay, Bahamas

After a day at sea, arrive at RelaxAway, Half Moon Cay™, Holland America Line’s award-winning private island in the Bahamas. This exclusive retreat offers a picture-perfect setting of white-sand beaches and turquoise waters, designed entirely for relaxation. Enjoy time at leisure to unwind in a private cabana, explore the calm lagoon by kayak, or simply take in the peaceful surroundings of this secluded island paradise.

Meals: Breakfast, Lunch and Dinner

Day 13 — Fort Lauderdale, Florida

Arrive back in Fort Lauderdale, where your cruise comes to an end. Later, transfer to the airport for your overnight flight back to the UK.

Meals: Breakfast

Day 14 — UK

Upon arrival, your vehicle will be waiting for the journey home.

A Titan VIP driver greets a couple at the airport as they return from their Titan holiday

Your accommodation

Planned hotels or ships as published by Titan Travel. Alternatives of a similar standard may be used. Hotel options are grouped as supplied and are not necessarily all included in one departure.

Hotel allocations vary by departure. Select a date below to see its hotel plan.

What’s included

Dates & prices

Indicative supplier snapshot. Confirm price, room basis and availability before booking. Monthly estimates deduct a £250 deposit per person for Europe or £395 elsewhere, then divide by whole monthly payments ending no later than 42 days before departure. Rounded to the nearest pound; final payment adjusted.

4 published departure and room-basis records. Standard prices are per person sharing; solo fares are labelled separately. Sold-out records are shown for reference.

DepartureDeparture pointDurationRoom basisPrice per personStatus
19 January 2027London Heathrow Airport14 daysTwo sharingSupplier price £4,395
£4,270
Save £125 pp · Book by 29 November 2026
Snapshot — confirm availability
19 January 2027London Heathrow Airport14 daysSoloSupplier price £6,395
£6,220
Save £175 pp · Book by 29 November 2026
Snapshot — confirm availability
23 March 2027London Heathrow Airport14 daysTwo sharingSupplier price £4,595
£4,470
Save £125 pp · Book by 29 November 2026
Snapshot — confirm availability
23 March 2027London Heathrow Airport14 daysSoloSupplier price £6,595
£6,420
Save £175 pp · Book by 29 November 2026
Snapshot — confirm availability

Supplier source ↗

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Booking this tour with Kat & Simon

How do I book?

Call 0800 0662 694 with your preferred dates, departure point and party details. We’ll confirm the current fare and availability before booking. This page does not reserve a place.

Can I spread the cost?

The date selector shows monthly estimates where eligible. Deposit and balance dates are shown alongside each option; ask us to confirm the payment arrangement for your booking.

Will my itinerary vary?

Check the itinerary for your selected departure. Hotels, order of visits and included experiences can vary; optional activities may cost extra.

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