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Puerto Rico · Planned by Traveland

Puerto Rico, from Old San Juan to the rainforest and the islands

Traveland designs personal trips to Puerto Rico, from the forts and colorful streets of Old San Juan to El Yunque, the beaches of Culebra and Vieques and the surf towns of the west coast, 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 Puerto Rico?

Puerto Rico is a short nonstop flight from the Northeast, with no passport needed for U.S. citizens. Your advisor helps you pair a few nights in San Juan with a beach resort or the outer islands, and arranges the transfers, ferries and short flights in between.

A cobblestone street lined with colorful colonial houses in Old San Juan

Old San Juan

Five centuries of history in blue cobblestone streets, with the fortresses of El Morro and San Cristóbal on the edge of the Atlantic.

A stream tumbling over rocks through the rainforest of El Yunque

El Yunque

The only tropical rainforest in the U.S. National Forest System, with waterfalls, trails and lookout towers less than an hour from San Juan.

Sun loungers along a golden beach below a high-rise hotel in San Juan

Condado and Isla Verde

San Juan’s beachfront neighborhoods, with resort hotels, restaurants and easy access to the old city.

Coconut palms above the white sand of an island beach

Culebra and Vieques

Quiet islands off the east coast, home to Flamenco Beach and one of the brightest bioluminescent bays in the world.

A lighthouse on a green point above the sea on the west coast of Puerto Rico

Rincón and the West Coast

Surf beaches, sunsets and a laid-back pace, with humpback whales offshore in winter.

Old forts, warm water and a rhythm all its own.

One advisor to shape every day around you.

Experiences

How would you like to experience Puerto Rico?

Every journey begins with what matters most to you.

Plantain cups filled with savory stewed meat

Food

Mofongo, roast pork in the mountains of Guavate and creative chefs in San Juan’s dining scene.

A wave glowing blue with bioluminescence at night

Bioluminescent Bays

Night kayak trips on bays that glow blue with every paddle stroke, timed for the darkest skies.

A golfer finishing a swing on a tropical course

Golf

Oceanfront resort courses in Dorado and Río Grande, with tee times arranged in advance.

Palm trees on the waterfront with the San Juan skyline beyond

City and Beach

Museums, galleries and nightlife in San Juan, with the beach a short walk from your hotel.

Working with Traveland

What is it like to plan Puerto Rico 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 Puerto Rico?

Puerto Rico is warm all year. Mid-December to April brings the driest weather and the most popular travel dates, and hurricane season runs from June through November.

Spring

Warm, dry days and calm seas, ideal for beaches and the outer islands.

Summer

Hot days, warm water and local festivals, with occasional afternoon showers.

Autumn

Fewer visitors and lower crowds, within the later months of hurricane season.

Winter

Sunny days and comfortable evenings, with humpback whales off the west coast.

Questions

Questions travelers ask about Puerto Rico

No. Puerto Rico is a U.S. territory, so U.S. citizens can travel with a valid government-issued photo ID. The currency is the U.S. dollar.

Mid-December to April brings the driest, sunniest weather. Hurricane season runs from June through November, so we recommend travel insurance for trips in those months.

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

Both islands are reached by ferry from Ceiba or by short flights from San Juan. We arrange the connections so you are not waiting at the dock.

Five to seven days allows time for Old San Juan, El Yunque and a few beach days. Add two or three nights for Culebra, Vieques or the west coast.

Yes. Easy travel without a passport, calm beaches, the rainforest and the forts of Old San Juan make Puerto Rico simple 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 Puerto Rico 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