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Aerial view of the aqua blue sea hitting the white sandy beach at Gulf Breeze, Florida, USA

Gulf Coast Holidays


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Florida Gulf Coast holidays offer idyllic island retreats, interesting cities to explore and spotless, white sand beaches lapped by warm waters and gentle waves.

Choose from the family friendly beach resorts of Clearwater and St Pete or explore Sanibel and Captiva: two of west Florida’s most unspoilt islands. Sophisticated Naples and cultural Sarasota offer a break from the beach with excellent shops, museums and restaurants, while welcoming Tampa boasts a sun-soaked riverwalk and an intriguing history.

With a combination of laidback beach life, arts, culture and family friendly resorts, the Gulf Coast has something for everyone.

Trailfinders offers a range of Florida Gulf Coast holidays and our expert travel consultants are a mine of information about what to do here, often with first-hand travel experience. Whether you’re planning to visit Florida’s Gulf Coast as part of a Florida fly drive holiday, want a relaxing beach break for your honeymoon or need some R&R after a fun-filled family adventure in Orlando’s theme parks – they are the perfect people to ask.
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OUR HOLIDAYS TO FLORIDA'S GULF COAST

Nobody offers more ways to explore Florida’s Gulf Coast than Trailfinders.

Here's a snapshot of some of our most popular Gulf Coast holidays. If you don’t see what you’re looking for, click on the link below them to see our complete range of holidays and tours in the destination.
Gulf Coasting
Gulf Coasting
Fly Drive Holiday
16 days / 15 nights

Leave the rollercoasters behind and explore some of Florida’s finest beaches, cultural hotspots and boutique shops on a leisurely drive along the sparkling waters of the Gulf of Mexico.

Guide Price: €3,699 £3,279 pp

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Wild Florida
Wild Florida
Fly Drive Holiday
18 days / 17 nights

Discover Florida’s natural wonders and encounter its enchanting wildlife on this unique adventure.

Guide Price: €2,679 £2,225 pp

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Ultimate Orlando Family Adventure
Ultimate Orlando Family Adventure
Family Holiday
16 days / 15 nights

From thrill seeking rollercoasters and exhilarating waterslides, to family time at the beach.

Guide Price: €3,529 £3,149 pp

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Tampa to New Orleans: Paradise on the Florida Panhandle
Tampa to New Orleans: Paradise on the Florida Panhandle
Fly Drive Holiday
15 days / 14 nights

Discover Tampa’s culinary delights, picture-perfect Panhandle beaches and the enchanting, magnetic mayhem of New Orleans on this uniquely diverse fly drive.

Guide Price: €2,559 £2,099 pp

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Unique & Boutique Florida
Unique & Boutique Florida
Fly Drive Holiday
19 days / 18 nights

From glamorous tree-lined boulevards to quirky seaside towns, unspoiled islands and little known pockets of history, Florida is full of surprises.

Guide Price: €4,899 £4,299 pp

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Luxury Florida
Luxury Florida
Fly Drive Holiday
16 days / 15 nights

Sitting waterside, toes dipped in crystal clear waters, it’s easy to see how Florida’s relaxed tempo is just the tonic for a fast-paced life.

Guide Price: €4,099 £3,499 pp

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View all our holidays in Florida

WHERE TO GO ON FLORIDA’S GULF COAST

Each region of Florida’s Gulf Coast boasts its own attractions and it’s no exaggeration to say each merits a holiday in its own right. From Florida’s cultural capital of Sarasota to the secluded islands of Sanibel and Captiva, or the relaxed and laidback vibe of St Pete Beach.

Take a look at the destination guide below the Gulf Coast Beaches map for more details on each holiday destination. Alternatively, if you are looking for some inspiration, give us a call and speak to one of our expert travel consultants.
Clearwater Beach & Sand Key
Clearwater Beach & Sand Key
A lively and compact resort area boasting wonderful sugar white sand beaches, family friendly restaurants, nightly sunset celebrations at Pier 60, the great aquarium and pirate ship cruises.
St Pete Beach
St Pete Beach
Close to the museums and galleries of St Petersburg, the family orientated resort area of St Pete Beach stretches out along miles of beautiful, white sand and offers a relaxed, laidback atmosphere, colourful cafes and a variety of water sports.
Sarasota
Sarasota
Florida’s cultural capital boasts interesting history, excellent museums, such as the fascinating Ringling Museum, upscale art galleries, chic boutiques and excellent dining options in downtown and St Armand’s circle.
Sanibel & Captiva Islands
Sanibel & Captiva Islands
The perfect choice for those looking to escape the crowds, these unspoilt islands feature abundant wildlife – including the excellent JN Ding Darling National Wildlife Refuge – and are famed for their seashells with over 200 varieties scattered across their beaches.
Tampa
Tampa
While it’s known for Busch Gardens theme park, Tampa will surprise you with its diverse array of attractions, from its sun-soaked Riverwalk and vibrant downtown, to historic Ybor City's colourful nightlife and intriguing past.
Naples
Naples
This sophisticated city offers exclusive restaurants, tree-lined streets with designer boutiques along famed 5th Avenue; the tropical wetlands of the Everglades National Park are just on the doorstep.

OUR RECOMMENDED HOTELS ON FLORIDA’S GULF COAST

We feature a great range of accommodation on Florida’s Gulf Coast, with something to suit all budgets. Maybe you’re looking for an elegant hotel at the edge of Sarasota Bay or a stunning beachfront resort with a fabulous lagoon style pool? Perhaps you’d prefer a fun and quirky hotel with a laidback beach vibe and a beachside tiki bar?

What you won’t find here are thousands of Florida Gulf Coast hotels to wade through. We have done the hard work for you and selected the best places to stay and our travel consultants are on hand to help, often with first-hand experience.
The Don CeSar, St Pete Beach
The Don CeSar, St Pete Beach
5 star

Gulf Coast Beaches

Rising from St Pete Beach’s sugar white sand, this legendary 1920s pink palace is a Gulf Coast icon and the epitome of beachside luxury.
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South Seas Island Resort
South Seas Island Resort
4 star

Gulf Coast Beaches

Encircled by pristine beach and a secluded wildlife reserve, this fantastic resort sits at the tip of Captiva Island.
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Inn on Fifth, Old Naples
Inn on Fifth, Old Naples
4 plus star

Gulf Coast Beaches

This elegant hotel is in the heart of Old Naples and boasts an enviable location amongst the boutique shops, bars and restaurants of famed 5th Avenue.
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St Regis Longboat Key
St Regis Longboat Key
5 star

Gulf Coast Beaches

Newly opened in 2024, this resort exudes modern luxury.
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Hyatt Regency Clearwater Beach Resort & Spa
Hyatt Regency Clearwater Beach Resort & Spa
4 star

Gulf Coast Beaches

This friendly resort boasts an enviable location, just moments away from the white sands of Clearwater Beach and famous Pier 60.
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Hotel Haya
Hotel Haya
4 star

Tampa

In the heart of the historic district of Ybor City, this stylish boutique hotel reflects its melting pot surroundings with Cuban, Italian and Spanish influences.
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View all our hotels in Florida's Gulf Coast

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