Our destinations · Planned start to finish

Where would you like to go?

At Traveland, we plan personal journeys to Italy, Ireland, Japan, Australia, Hawaii, Costa Rica and the Caribbean. We take care of the research, bookings and logistics, from the first conversation to your flight home, so your time goes into enjoying the trip, not planning it. 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 handledSo you can simply enjoy the trip

By region

Which destination is right for you?

Every journey starts with a conversation about what you want to see, taste and feel. These are the places we plan most often, and we can help you choose between them or combine them in one trip.

Europe

Italy’s art, food and coastlines, and Ireland’s castles, cliffs and warm welcome.

Asia and the Pacific

Japan’s temples and cities, Australia’s reef and Outback, and the Hawaiian Islands.

The Caribbean

Aruba, the Bahamas, Barbados, the Dominican Republic, Jamaica, and Turks and Caicos.

Central America

Costa Rica’s volcanoes, cloud forests and Pacific beaches.

Experiences

Explore our destinations

Choose a destination to see how we plan it.

Working with us

How do we plan your journey?

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

We design the route, hotels, transfers and experiences, then refine them with you, so you skip the hours of research and comparison.

03

Every detail handled

We book the flights, stays, cruises and tours and keep track of every confirmation, so all you have to do is enjoy the journey.

Questions

Questions travelers ask about choosing a destination

The destinations on this page are the ones we plan most often: Italy, Ireland, Japan, Australia, Hawaii, Costa Rica, Aruba, the Bahamas, Barbados, the Dominican Republic, Jamaica, and Turks and Caicos. If you have another place in mind, ask us.

Start with what you want from the trip, whether that is culture and food, nature and adventure, or time on a beach. We will ask about your interests, travel dates and pace, then suggest the destinations that fit.

For international trips, many travelers begin six to twelve months ahead, especially for peak seasons and holidays. Shorter lead times can still work, and we will tell you what is realistic for your dates.

Yes. We can plan several destinations as one itinerary, with the flights, transfers and timing arranged so the journey flows.

Yes. We plan cruises, resort stays and independent itineraries, and can combine them in one trip.

An advisor will reply to arrange a conversation about your plans. You can also choose a time for a call directly using the scheduling link on this page.

Planning a trip like this can take many hours of research, comparison and booking. We do that work for you, draw on decades of experience to get the details right, and keep every confirmation in one place, so you can spend that time looking forward to the journey.

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 journey you have in mind. One of our advisors will reply personally.

    Prefer to talk?

    Choose a time for a call with one of our advisors.

    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