Chestnut Street Travel: Journey Experienced

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We've been there!

Chestnut Street Travel specializes in curating exceptional bespoke journeys, giving you first-hand knowledge of the destination.

We're right at home!

We live and work at sea or on the road, meaning we have first-hand experience of the destinations. We love helping friends, new and old plan adventures beyond their wildest dreams.

Customers aren't strangers!

Our professional travelers are based in locations around the world, making us accessible for advice and information about your next adventure. We'll never make you feel like a stranger! Let us help you make your dream holiday of a tropical honeymoon, a nature-inspired family trip, or a short weekend getaway, we’re here to handle all the details and send you on an unforgettable, hassle-free trip. After all, it's not like we're strangers to each other.

Plan Your Next Trip with Chestnut Street Travel

Your Dream Vacation Awaits!

We love helping friends, new and old curate journeys beyond their imagination. With the experience, knowledge, and tools to find the best deals, our Professional Travelers are here to make your travel experience as easy and enjoyable as possible.

Our Services

Cruise Vacations

Cruise ships navigate rivers, seas, and oceans to reach the wildest and most rugged coasts on the planet, its most idyllic islands, and its most exotic shores. There are more than 40 cruise lines and 1,000 cruise ports of call around the world, on vacations that can take as little as two days or more than two months, even world cruise vacations that have you sailing the globe for months on end.

Whether you’re a first-time cruiser or a seasoned veteran, there are so many cruise vacations out there that picking the best one can seem like a daunting task. Chestnut Street Travel's Professional Travelers can help you save time and money, and throw in a few extra benefits to help make your cruise vacation all the more memorable. More importantly, we can put you on a cruise vacation that will give you memories for a lifetime!

Guided/Escorted Tours

Exploring a new destination on your vacation for the first time is an exhilarating experience. Whether you’re on a Caribbean island or in a European capital, there are many guided/escorted tours to enjoy while on vacation. One of the easiest ways to experience a destination would be to take an escorted or guided tour because it is the tour company's business to make sure you don’t miss out on anything!

Find the Best Guided/Escorted Tour Vacation

Here are a few reasons why travelers love suggested travel agent escorted or guided tour vacations:

Local flavor. Many tours include local guides or subject matter experts, which means you get insider knowledge about the places you’re visiting. Your guide will uncover some hidden gems of the destination that you wouldn’t otherwise know about.
One-stop shopping. The biggest advantage of a tour is the convenience it offers. Pay one price and leave the logistics to others. Escorted or guided vacations include air, lodging, sightseeing, most meals, plus transportation.
Special access. A great advantage of an escorted or guided vacation is the admission to most museums and historical vendors is included, so you get to skip the line and really get to see the attraction.
Socialization. Joining a group of like-minded travelers adds a fun, social element to any vacation. It’s not uncommon that friendships tend to last way after the trip has ended.
A great way to try something new. Want to tour the Rocky Mountains by bike? Interested in a marine expedition to Arctic Svalbard? A guided tour can be your opportunity to do something new and exciting, under expert supervision.

Resort and Hotel

The options are endless. From luxury hotels and trusted brand hotels to pet-friendly and all-inclusive resorts, our Professional Travelers will provide you with all the details and help select the vacation that is best for you. Let's go.

Shore Excursions

For many of our customers, shore excursions are the highlight of a cruise vacation. From dolphin swimming to jungle treks and helicopter tours, these activities offer visitors the chance to enjoy the best experiences a destination has to offer. Shore excursions depend entirely on where you’re going, and we work with the best companies to present you with a wonderful variety of excursions that will connect you to the places you’re visiting in unique and unforgettable ways. Some things to expect:

More creative shore excursions
Great value and price
Fantastic personal guides
Customized group tours
Excellent customer service

Let a Chestnut Street Travel Professional Traveler take care of your needs in advance, and you’ll rest easy knowing your spot on the tour is reserved.

Our travel experts are professional travelers, and they’re passionate. They’re here to plan your next getaway, reunion, or honeymoon! They’ve spent years working in the travel industry, so they know how to get the absolute best deals for your journey.

We operate with the highest degree of integrity and pride ourselves on expertly representing and advocating for you.

No fees! In many cases, you’ll pay lower rates with us than if you book direct with a supplier. We are compensated by the travel suppliers who pay us commission for our sales, so there is no extra cost to you.
Save time and money! You get a dedicated and personalized Professional Traveler when you book with Chestnut Street Travel. We make the phone calls, do the negotiating and plan your dream vacation. The only thing you’ll worry about is what to pack!
We track promotions, even after you book! Our Professional Travelers continue to monitor your trips and make sure you never miss out on a deal. Even after you book, they watch your booking for any price reductions that apply to your trip. And those savings go right back to you!

Whatever your choice, let Chestnut Street Travel provide you with premium service and expert advice to help you get the most for your vacation time and dollars.

Looking for inspiration or information on a particular destination? Visit our Travel Blog

THE MOST EXCITING CRUISE DESTINATIONS AND AWARD-WINNING SHIPS

Unlock some of the most incredible travel destinations. Get on island time and unwind on some of the best beaches in the world, venture deep into the rainforests, and snorkel the most vibrant reefs on a Caribbean or Bahamas cruise getaway with the whole family.

Earn your wilderness badge as you cruise between the Alaska glaciers, pan for gold in prospecting towns, and trek across the rugged tundra on an Alaska vacation. And savor all the Old World flavor with visits to ancient, culture-rich ports in the Mediterranean, the British Isles, Scandinavia, and beyond on an unforgettable cruise through Europe. No matter where in the world you choose to wander, cruises can take you deep into top-rated cruise ports and off-the-beaten-path gems, so you can experience each one like a local.

It all starts with the boldest cruise ships at sea — and ours have won awards for everything from world-class dining and spectacular entertainment to record-setting onboard thrills and groundbreaking innovation. Whether you’re traveling solo or vacationing with the whole extended family, you’ll have all kinds of ahh-inducing cruise rooms to choose from, like affordable connecting staterooms that are perfect for groups, romantic rooms for couples craving rejuvenation and relaxation, and even a thrill-filled Ultimate Family Suite with a private game room and in-suite slide.

Ice Shows at Sea

This is not just a cruise. This is the biggest, boldest vacation on land or at sea.

Child climbing rock wall on Oasis of the Seas

Fun for All Ages!

Whether you're young or young at heart, there is something for everyone!

Perfect Day at Coco Cay

Welcome to your perfect day! Imagine a day like no other!

*PRICES ARE PER PERSON BASED ON DOUBLE OCCUPANCY. PRICES ARE CRUISE FARE ONLY PLUS TAX PORT FEES PRICES AND AVAILABILITY ARE SUBJECT TO CHANGE. BALCONY PRICING IS PER THE LOWEST CATEGORY AVAILABLE EXCLUDING GUARANTEE OR OBSTRUCTED VIEW BALCONY.

Virgin Voyages

WHY VIRGIN VOYAGES?

We're never on cruise control.

Relaxed, flexible, and always authentic, our voyages are where laid-back tranquility meets exhilaration — seeing the world aboard our 4 stunning, game-changing ships at sea. We’re exclusively adults for a reason; so you can disconnect from routine and reconnect with yourself. From unique restaurants with Michelin-star chef-curated menus to luxury inclusions you’re not used to having taken care of for you, we’re redefining what sea travel can look like.

With incredible menus and unique experiences designed by a hand-picked Michelin-starred chef collective, all of our 20+ cruise restaurants use fresh ingredients to create made-to-order, always-included food to crush any craving — from decadent steakhouse dining and trendy Mexican to our first-to-sea Korean BBQ grilling and fresh market-inspired fare.

Explore over 100 dreamy destinations. Relax and live it up in our modern, super-yacht-inspired cabins.

Sailors have fun in a private cabana with champagne.

A group of Mega Rockstar Sailors enjoy mimosas on the private terrace of the Massive Suite.

Rockstar Sailors enjoy champagne and hang out at Richard's Rooftop, a Rockstar-only VIP space.

The Galley

A group of Sailors eating together at The Galley, the onboard food hall. Sailors can mix and match what they'd like to eat, and unlike a buffet (you won't see one onboard!) everything is made to order.