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Florida · Planned by Traveland

Florida, from Miami Beach to the Keys and the Gulf Coast

Traveland designs personal trips across Florida, from Miami Beach and the Florida Keys to Orlando, the Gulf Coast and the Everglades, and handles every detail from the first conversation to your flight home. We are a family-owned travel agency in Connecticut, planning trips since 1978 as a member of the Signature Travel Network.

Since 1978Family-owned and operated

Signature Travel NetworkMember agency

Orange & BridgeportTwo Connecticut offices

Every detail handledFlights, hotels, cruises and tours

The regions

Where should you go in Florida?

Florida is close to home but varied, with Art Deco city beaches, island-hopping in the Keys, theme parks and quiet Gulf towns. Your advisor helps you choose the right coast for the season, finds the resort that fits your group, and plans the drives and flights between them.

Art Deco hotels and palm trees on Ocean Drive in Miami Beach

Miami and Miami Beach

The Art Deco District of South Beach, the murals of Wynwood, Little Havana and the restaurants of Brickell and the Design District.

The old and new Seven Mile Bridges crossing turquoise water in the Florida Keys

The Florida Keys

The Overseas Highway and Seven Mile Bridge, sport fishing in Islamorada and sunsets at Mallory Square in Key West.

The Orlando skyline reflected in Lake Eola at sunrise

Orlando

Walt Disney World, Universal Orlando and the resorts around them, with the Kennedy Space Center an hour away.

The Naples Pier stretching into the Gulf at sunset

The Gulf Coast

Naples, Sanibel and Sarasota, with calm water, shell beaches, golf and some of the best sunsets in the state.

Cypress trees standing in still water in the Everglades at sunrise

The Everglades

Everglades National Park, the largest subtropical wilderness in the United States, explored by boardwalk, boat or kayak.

Warm water, soft sand and sunsets on two coasts.

One advisor to shape every day around you.

Experiences

How would you like to experience Florida?

Every journey begins with what matters most to you.

Blue umbrellas on the white sand of Miami Beach

Beaches

Lively Miami Beach, quiet Gulf shores and island beaches in the Keys, with resorts chosen for your group.

A palm-lined golf course beside a lake in Florida

Golf

Resort courses from Miami to Naples and Orlando, with tee times arranged before you arrive.

An alligator resting at the edge of the water in the Everglades

Wildlife

Alligators, manatees and wading birds in the Everglades, and dolphins along both coasts.

A catamaran on turquoise water framed by palm trees in the Keys

On the Water

Sailing, snorkeling the reef off Key Largo, fishing charters and sunset cruises.

Working with Traveland

What is it like to plan Florida with Traveland?

01

A conversation

Tell us how you like to travel, who is coming, and what you hope to feel. There is no charge to begin.

02

An itinerary made for you

Your advisor designs the route, hotels, transfers and experiences, then refines them with you.

03

Every detail handled

Flights, stays, cruises and tours are arranged, so you can focus on enjoying the journey.

Timing

When is the best time to visit Florida?

Florida’s dry season, from December to April, brings warm, sunny days and the most popular travel dates. Summer is hot and humid with afternoon storms, and hurricane season runs from June through November.

Spring

Warm, dry days from March to May, ideal for beaches, golf and the Keys.

Summer

Hot and humid with afternoon showers, and the busiest months for family theme park trips.

Autumn

Fewer crowds and warm water, within the later months of hurricane season.

Winter

Mild, sunny days from December to February, the most popular time to escape the Northeast.

Questions

Questions travelers ask about Florida

December to April brings dry, sunny weather across most of the state. Spring is ideal for the Keys and the Gulf Coast, and the winter holidays fill up early, so we recommend planning ahead.

Hurricane season runs from June 1 to November 30, with the most activity usually from August to October. We help you plan around it and recommend travel insurance for trips in those months.

The drive along the Overseas Highway takes about four hours without stops, though most travelers take their time and spend a night or two in the Middle Keys along the way.

Nonstop flights from Hartford or the New York airports take about two and a half to three hours. We arrange the flights, the car or private transfers, and any connections between regions.

Yes. Orlando’s theme parks, calm Gulf beaches and wildlife in the Everglades make Florida one of the easiest family trips from the Northeast. We match resorts to the ages of your group.

Yes. Miami, Fort Lauderdale and Port Canaveral are major cruise ports, and many travelers add a few nights on the coast before or after sailing.

We are a family-owned travel agency in Connecticut, with offices at 564 Racebrook Road in Orange (203-929-6000) and 4270 Main Street in Bridgeport (203-371-1114).

Inquire

Begin the conversation

Tell us a little about the Florida journey you have in mind. An advisor will reply personally.

    Prefer to talk?

    Choose a time for a call with an advisor.

    Orange
    564 Racebrook Road, Orange, CT 06477
    203-929-6000

    Bridgeport
    4270 Main Street, Bridgeport, CT 06606
    203-371-1114

    Monday to Friday, 9am to 6pm
    info@traveland.net

    Begin the Conversation