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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
USA
Fly Drive Holiday
18 days / 17 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: €3,515 pp

Guide Price: £2,969 pp

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Wild Florida
USA
Fly Drive Holiday
18 days / 17 nights

Discover Florida’s natural wonders and encounter its enchanting wildlife on this unique adventure. Spot ‘gators in the wilderness of the Everglades, manatees basking in crystal waters and dolphins dancing in the waves as you explore both highlights and hidden gems of the Sunshine State.

Guide Price: €3,225 pp

Guide Price: £2,699 pp

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Ultimate Family Adventure - Florida
USA
Family Holiday
15 days / 14 nights

From thrill seeking rollercoasters and exhilarating waterslides, to family time at the beach. Make dreams come alive and memories that will last a lifetime on this all-encompassing family holiday to Florida.

Guide Price: €11,245 per family

Guide Price: £9,149 per family

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Tampa to New Orleans: Paradise on the Florida Panhandle
USA
Fly Drive Holiday
14 days / 13 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: €2,499 pp

Guide Price: £2,075 pp

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Unique & Boutique Florida
USA
Fly Drive Holiday
18 days / 17 nights

From glamorous tree-lined boulevards to quirky seaside towns, unspoiled islands and little known pockets of history, Florida is full of surprises. Let the delights of the Sunshine State whisk you away while you enjoy the hospitality of its most charismatic hotels.

Guide Price: €4,065 pp

Guide Price: £3,425 pp

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Luxury Florida
USA
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. Soak up the natural flair for sophistication while staying at some of Florida’s most luxurious hotels and let the delights of the Sunshine State whisk you away.

Guide Price: €4,675 pp

Guide Price: £3,829 pp

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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.
Gulf Coast Beaches map
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
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.
La Playa Beach & Golf Resort
4 plus star

Gulf Coast Beaches

As the only beachfront resort in Naples, this luxurious hotel offers panoramic views of sugar white sand and turquoise ocean.
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.
The Vinoy Resort & Golf Club, Autograph Collection
4 plus star

Gulf Coast Beaches

Perched on the water’s edge in St Petersburg’s vibrant downtown, The Vinoy Resort & Golf Club is a local landmark.
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.
The Resort at Longboat Key Club
4 star

Gulf Coast Beaches

Boasting a private white sand beach on the secluded barrier island of Longboat Key, this splendid resort is the perfect spot to bask in the Florida sun.
Executive Home, Naples
3 plus star

Gulf Coast Beaches

These well-maintained executive homes are ideal for those looking to enjoy the sophisticated attractions of Naples but with homely comforts, plenty of space and the benefit of a private pool.
Zota Beach Resort, Sarasota
3 plus star

Gulf Coast Beaches

Ideally located between the warm waters of Sarasota Bay and the powder white sands of the Gulf of Mexico, this friendly hotel offers a great selection of watersports and is a comfortable base from which to enjoy Longboat Key’s laidback island life.
Waterline Villas & Marina, Autograph Collection
4 star

Gulf Coast Beaches

Located on Holmes Beach at the tip of laidback Anna Maria Island, this beach club inspired hotel sits between a delightful marina and the lapping waves of the Gulf of Mexico.
JW Marriott Marco Island Beach Resort
4 plus star

Gulf Coast Beaches

Set along three miles of picture-perfect private beach, this luxurious resort is an icon of Florida’s Gulf Coast.

Tales from the Trail

Top tips and travel inspiration from the Trailfinders team

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