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Charleston · Planned by Traveland

Charleston, pastel streets and Lowcountry flavor

Traveland designs personal trips to Charleston, South Carolina, from the historic district and the Battery to the Ashley River gardens, Kiawah Island and the beaches beyond, and handles every detail from the first conversation to your trip 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 neighborhoods

Where should you go in and around Charleston?

Charleston is a walking city surrounded by marshes, islands and historic estates. Your advisor chooses a hotel within strolling distance of the restaurants, books the tables that fill weeks ahead, and plans days out to the gardens and the sea islands.

The white steeple of St. Michael's Church above Broad Street

The Historic District

Church steeples, cobblestone lanes and the City Market, with King Street’s shops and restaurants close by.

A pastel townhouse with piazzas behind palmetto trees

South of Broad and the Battery

Rainbow Row, grand single houses with shaded piazzas and the harbor views of White Point Garden.

Sheep grazing before a historic brick house on an Ashley River estate

The Ashley River Estates

Middleton Place, Magnolia and Drayton Hall, where gardens and guided tours tell the full story of the people who lived and were enslaved there.

The sprawling limbs of the Angel Oak on Johns Island

The Sea Islands

Kiawah, Seabrook and Johns Island, home to the Angel Oak, quiet resorts and miles of marsh and beach.

The long wooden pier at Folly Beach

The Beaches

Folly Beach, Sullivan’s Island and Isle of Palms, each less than half an hour from downtown.

Southern charm, salt air and a table worth the trip.

One advisor to shape every day around you.

Experiences

How would you like to experience Charleston?

Every journey begins with what matters most to you.

A bowl of fresh local shrimp

Lowcountry Cooking

Shrimp and grits, she-crab soup and oysters, from celebrated dining rooms to waterfront shacks.

A seaside golf course and clubhouse at dusk on Kiawah Island

Golf

Kiawah Island’s Ocean Course, host of the PGA Championship, and other courses across the Lowcountry.

A horse-drawn carriage tour passing palmettos in Charleston

History

Carriage and walking tours, Fort Sumter by ferry and the International African American Museum.

Church steeples rising above the rooftops of Charleston

The Holy City

Historic churches and rooftop views that earned Charleston its nickname.

Working with Traveland

What is it like to plan Charleston 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 Charleston?

Spring and autumn are the most comfortable times to visit Charleston, with mild weather for walking and dining outdoors. Summers are hot and humid, and hurricane season runs from June through November.

Spring

Azaleas and blooming gardens from March to May, with the Spoleto Festival in late spring.

Summer

Hot, humid days best spent at the beaches and on the water.

Autumn

Warm days and cooler evenings from October, ideal for walking the city.

Winter

Mild, quiet months with lower crowds and holiday lights in the historic district.

Questions

Questions travelers ask about Charleston

March to May and October to November bring the most comfortable weather. Spring is the busiest season, so we recommend planning hotels and dinner reservations well ahead.

Three to four days allows time for the historic district, a garden or estate visit and a few memorable meals. Add a few days for Kiawah Island or the beaches.

Nonstop flights from the New York area take about two hours. We arrange the flights and transfers to your hotel.

Yes. Savannah is about two hours away by car, and many travelers spend a few nights in each. We arrange a private driver or rental car between them.

Not in the historic district, which is best explored on foot. A car or private driver is useful for the estates, Kiawah Island and the beaches.

Yes. Beaches, the South Carolina Aquarium, Fort Sumter and carriage tours make Charleston easy to plan for travelers of all ages.

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 Charleston 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