14-Day England City Break in Portsmouth With Itinerary

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Revel in the splendor of Portsmouth on this exciting 14-day city break in England!

Nestled on England’s south coast, Portsmouth is a city where maritime heritage meets vibrant contemporary culture. Known as the UK's only island city, this dynamic destination is steeped in history, offering visitors a unique blend of the old and the new. From the historic dockyards that house the legendary HMS Victory and the Mary Rose to the modern architectural marvel of the Spinnaker Tower, Portsmouth promises a journey through time.

As you stroll through the bustling harbor, you'll be captivated by the sights and sounds of a city that has been a pivotal naval base for centuries. The Historic Dockyard is a must-visit, where interactive exhibits and meticulously preserved ships bring naval history to life. Beyond its maritime allure, Portsmouth boasts a lively arts scene, eclectic shopping districts, and a plethora of dining options that cater to every palate.

The city's coastal charm is further accentuated by its beautiful beaches and scenic waterfronts, perfect for leisurely walks or thrilling water sports. Southsea, with its charming pier and vibrant seafront, offers a delightful escape with its quaint shops, cozy cafes, and lively events throughout the year. For those interested in literature, a visit to the birthplace of Charles Dickens will transport you to the Victorian era, offering a glimpse into the life of one of England's greatest novelists.

Whether you're a history buff, a culture enthusiast, or simply looking for a picturesque getaway, Portsmouth has something for everyone. Its rich heritage, coupled with a modern, welcoming ambiance, makes it an unforgettable destination. To start planning your visit, check out Portsmouth's official website for more information.

With this perfectly planned holiday package, you will experience the ultimate Portsmouth city break. This trip includes 13 nights in Portsmouth at one of the best hotels in the city. Let us take care of the details so you can fully enjoy all the attractions and activities the city has to offer. Whether you're seeking to discover the rich cultural heritage of Portsmouth or indulge in its delicious culinary scene, this holiday package has got you covered.

The home for your 14-day holiday in Portsmouth will be one of the city’s best hotels. You’ll choose from a great selection of places to stay, all conveniently located in downtown Portsmouth, close to many of the top attractions and best restaurants in the city. Portsmouth offers excellent hotels for every budget, ensuring travelers a fantastic city break. You can rest assured that we will always recommend the best available places to stay in the city.

During your vacation in Portsmouth, you'll get the chance to experience some of the best things to see and do in the city. Portsmouth Historic Dockyard, Spinnaker Tower, and Hms Victory are only a few of the many spectacular attractions and sights you’ll find on your carefully planned travel itinerary.

Maximize your holiday experience in Portsmouth by customizing each day with exciting tours and tickets. Whether you're tracing the footsteps of history through iconic landmarks, savoring the rich flavors of England's traditional cuisine, or uncovering the city's best-kept secrets on guided tours, Portsmouth promises an adventure tailored to every traveler's passion. With a diverse selection of immersive experiences to choose from, your time in Portsmouth is sure to be anything but ordinary.

Between sightseeing and activities, you will enjoy plenty of time to wander through Portsmouth's best shopping streets and markets. Let the unique souvenirs you find serve as fond reminders of your city break in England.

This travel plan is designed to include everything you need to experience the best of Portsmouth. By booking this vacation package, you can avoid spending hours researching and planning your city break and jump straight to enjoying it. Let the experts take care of the details so you can relax and make the most of your time in England.

To make sure the city break is fully tailored to your interests and preferences, you can easily customize each day of your journey. Our intuitive trip planning puts you in control, ensuring that every moment in Portsmouth reflects your unique travel style.

Book with us to get an expertly curated step-by-step travel itinerary and access to 24/7 personal travel support before, during, and after your city break in Portsmouth.

The best hotels, flights, activities, and tours in Portsmouth fill up quickly, so it's advisable to book your holiday package in advance. Select a date and start planning your city break in Portsmouth as early as today. Join us and discover the enchanting beauty of Portsmouth, England!

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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Round Tower
Mary RoseHMS VictoryPortsmouth Historic Dockyard
Spinnaker TowerPortsmouth Cathedral
Southsea BeachSouth Parade Pier
Southsea Rock GardensThe D-Day Story
Baffins PondMilton Park

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Day 1

Day 1

  • Portsmouth - Arrival day
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  • Round Tower
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Your exciting city break begins as soon as you arrive in the beautiful city of Portsmouth. You’ll stay in Portsmouth for 13 nights.

Portsmouth is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Round Tower, Broad Street, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

When the afternoon arrives, make your way to the hotel of your choice in downtown Portsmouth. Check-in at hotels in England normally starts around 2 to 3 PM. Each accommodation option in Portsmouth offers a unique blend of comfort and style in addition to prime access to the city’s top attractions.

Exploring can easily make you lose track of time. Make sure to grab something to eat and use this opportunity to learn more about Portsmouth's food culture.

Treat yourself to a wonderful meal at Porto Grill a Taberna, a top-rated dining spot in Portsmouth.

Following your dinner, dive into the local bar culture at The Dockyard Pub Portsmouth. Enjoy this evening's relaxed ambiance with delightful drinks.

Celebrate the start of your 14-day city break in Portsmouth with a toast!

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Day 2

Day 2

  • Portsmouth
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  • Mary Rose
  • HMS Victory
  • Portsmouth Historic Dockyard
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As day 2 dawns in Portsmouth, embark on another day of exploration and adventure. Discover the city's vibrant culture, delicious cuisine, and captivating sights at your own pace. With 12 nights left, the possibilities for discovery are endless.

Start by visiting Mary Rose Museum, a prime spot to begin your journey. This eye-catching museum is sure to impress. Next on your list is Hms Victory, another must-visit landmark and beloved historic ship renowned for its awe-inspiring features.

While exploring and sightseeing, take time to savor the ambiance of Portsmouth by sampling some local delicacies or having a drink. When you’re ready for more sightseeing, head to Portsmouth Historic Dockyard. This instagrammable museum is a remarkable attraction that offers a unique experience.

Exploring can easily make you lose track of time. Make sure to grab something to eat and use this opportunity to learn more about Portsmouth's food culture.

Enjoy a lovely meal at Holiday Inn Portsmouth, an IHG Hotel, a top-rated place to have dinner tonight.

Cap off your dinner by heading to The Fountain Inn, ideal for a leisurely evening with a drink in hand.

Raise a toast and celebrate another memorable day in Portsmouth, England!

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Day 3

Day 3

  • Portsmouth
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  • Spinnaker Tower
  • Portsmouth Cathedral
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Wake up to day 3 of your exciting city break in Portsmouth. You still have 11 nights left in Portsmouth, and we recommend that you spend this day relaxing, sightseeing, and dining at the most wonderful places the city has to offer. Here's how you can make the most of today!

Today, you'll explore some of the most beautiful places in Portsmouth, including an observation deck and a church. Start your day with a visit to Spinnaker Tower. This intriguing observation deck is a must-visit in the city. When you’re ready for your next discovery, continue to Portsmouth Cathedral, which may be one of the most monumental places you will experience today.

You have plenty of options for restaurants and bars in Portsmouth. So when you’re hungry or need a break from exploring, all you have to do is take your pick.

Dine in style at The Sir Alec Rose - JD Wetherspoon, a top recommendation for dinner tonight.

Keep the evening going at The Still & West, Old Portsmouth, a great choice for enjoying the after-dinner hours with a drink.

Wind down and recharge for tomorrow's escapades in Portsmouth, England. With each day comes new experiences to cherish and enjoy.

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Day 4

Day 4

  • Portsmouth
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  • Southsea Beach
  • South Parade Pier
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Rise and shine for day 4 of your city break in Portsmouth! Today, delve deeper into the city's offerings, from its iconic landmarks to its hidden gems. With 10 nights remaining, there's ample time to explore and uncover the heart of Portsmouth.

Portsmouth is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and natural wonders! Start at Southsea Beach, an increasingly popular beach that is worthwhile a visit in the city. Nearby, you’ll find South Parade Pier, enchanting visitors with its visually striking appeal.

After or in between exploring, treat yourself to a delicious meal at a nice restaurant in the city. Unwind and enjoy the local flavors and culinary delights while reflecting on the day's adventures.

Have a fantastic dining experience at Monty's Restaurant and Cocktail Bar, a highly recommended choice for tonight's dinner.

Unwind after your meal by stepping into The Rose In June. This venue is celebrated for its extensive drink selections and cozy vibes.

No matter where in Portsmouth you end up, an amazing evening of relaxation and enjoyment is guaranteed.

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Day 5

Day 5

  • Portsmouth
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  • Southsea Rock Gardens
  • The D-Day Story
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Get ready for another exciting day in Portsmouth on day 5 of your city break! From historical sites to modern attractions, there's something for everyone to enjoy. With 9 nights ahead, make the most of your time and create unforgettable memories in Portsmouth.

Brace yourself for today’s incredible lineup of attractions in Portsmouth, featuring fun adventures, romantic experiences, and natural wonders. Start at Southsea Rock Garden, an increasingly popular botanical garden in the city. Then, head to The D-day Story and soak in the ambiance of this respected museum.

After a full day of exploring, we recommend you try one of the best places to eat in Portsmouth. Enjoy the local flavors, unwind, and reflect on the day's adventures.

Treat yourself to a wonderful meal at The Rocka Restaurant, a top-rated dining spot in Portsmouth.

As the day draws to a close, bask in the tranquility of Portsmouth by night. With memories made and adventures ahead, rest well and embrace the journey anew tomorrow.

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Day 6

Day 6

  • Portsmouth
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  • Baffins Pond
  • Milton Park
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Wake up to day 6 of your vacation in Portsmouth. With 8 nights left, you'll have ample time to explore and savor all Portsmouth has to offer.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Portsmouth allows for both. Start by heading to Baffins Pond. This underrated lake provides an insightful glimpse into the city's identity. Next, discover Milton Park, a beautiful park, promising a delightful encounter.

When it’s time for dinner, try one of the most popular restaurants in Portsmouth. Make sure to reserve a table in advance, as the best restaurants fill up quickly.

Enjoy a delicious meal at The John Jacques - JD Wetherspoon, a top-rated dining destination in Portsmouth.

Savor the memories of an amazing day in Portsmouth, England!

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Day 7

Day 7

  • Portsmouth
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  • HMS Warrior
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On day 7 of your city break, you will set out to discover Portsmouth, including some of the most amazing things to see and do in the city. You’ll stay 7 nights in Portsmouth and enjoy plenty of time for exploring.

Begin your adventure at Hms Warrior. This is a worthwhile historic ship you should not miss.

After a long day of sightseeing, try one of the best restaurants in Portsmouth.

Enjoy a delicious meal at Restaurant 27, a highly-rated dining destination in Portsmouth.

Get some rest at your hotel in preparation for another wonderful day in Portsmouth to come!

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Day 8

Day 8

  • Portsmouth
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  • Cumberland House Natural History Museum
  • Southsea Model Village
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On day 8 of your fun city break in Portsmouth, you’ll experience more of the best attractions and activities in the city. You now have 6 nights left in Portsmouth.

Today's adventure in Portsmouth promises more breathtaking discoveries and enriching experiences! Begin at Cumberland House Natural History Museum. This instagrammable museum is a highlight of any visit in the city. Then, enjoy Southsea Model Village, another visually striking attraction that never fails to captivate visitors.

When you’re ready to eat, treat yourself to a nice meal at a top-rated restaurant in the city.

Savor the flavors at Bella Calabria, a top pick for dinner tonight.

Reflect on the adventures of the day as you unwind in the comfort of your hotel in Portsmouth. Tomorrow holds new possibilities and discoveries!

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Day 9

Day 9

  • Portsmouth
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As day 9 dawns in Portsmouth, embark on another day of exploration and adventure. Discover the city's vibrant culture, delicious cuisine, and captivating sights at your own pace. With 5 nights left, the possibilities for discovery are endless.

When it’s time to eat, Portsmouth has restaurants and bars to suit all budgets.

Treat yourself to a delightful dinner at Algarve's Grill, highly recommended for tonight's dining.

Raise your glass and relax after another amazing day in Portsmouth, England.

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Day 10

Day 10

  • Portsmouth
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Wake up to day 10 of your exciting city break in Portsmouth. You still have 4 nights left in Portsmouth, and we recommend that you spend this day relaxing, sightseeing, and dining at the most wonderful places the city has to offer. Here's how you can make the most of today!

Bring your curiosity for today’s adventure around Portsmouth. Some of the city’s most loved attractions await.

When you’re ready for dinner, we recommend you try one of the best restaurants in Portsmouth.

Make sure to reserve a table at Huis Belgian Bar And Kitchen, an iconic dining spot in Portsmouth. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world.

Raise a toast and celebrate another memorable day in Portsmouth, England!

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Day 11

Day 11

  • Portsmouth
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Rise and shine for day 11 of your city break in Portsmouth! Today, delve deeper into the city's offerings, from its iconic landmarks to its hidden gems. With 3 nights remaining, there's ample time to explore and uncover the heart of Portsmouth.

Immerse yourself in Portsmouth’s rich culture with today's sightseeing itinerary.

Before you know it, it’s time to head out for dinner. Treat yourself to a delicious meal at a nice restaurant in Portsmouth.

Make sure to reserve a table at Nemrut Restaurant, an iconic dining spot in Portsmouth. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world.

Wind down and recharge for tomorrow's escapades in Portsmouth, England. With each day comes new experiences to cherish and enjoy.

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Day 12

Day 12

  • Portsmouth
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Get ready for another exciting day in Portsmouth on day 12 of your city break! From historical sites to modern attractions, there's something for everyone to enjoy. With 2 nights ahead, make the most of your time and create unforgettable memories in Portsmouth.

Exploring the most popular attractions in England can make you lose track of time. Be sure to grab something to eat at one of the best restaurants in Portsmouth.

Don’t miss out on dining at Harvester Great Salterns Portsmouth, a top-rated dining destination in Portsmouth.

No matter where in Portsmouth you end up, an amazing evening of relaxation and enjoyment is guaranteed.

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Day 13

Day 13

  • Portsmouth
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Wake up to day 13 of your vacation in Portsmouth. With 1 night left, you'll have ample time to explore and savor all Portsmouth has to offer.

Exploring can easily make you lose track of time. Make sure to grab something to eat and use this opportunity to learn more about Portsmouth's food culture.

Treat yourself to a delicious dinner at Bodrum Restaurant, an excellent option for tonight's dining. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Portsmouth.

As the day draws to a close, bask in the tranquility of Portsmouth by night. With memories made and adventures ahead, rest well and embrace the journey anew tomorrow.

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Day 14

Day 14

  • Portsmouth - Departure day
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  • Victoria Park
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Your city break in Portsmouth is coming to an end, and it's soon time to say goodbye to the city. Before you leave, make sure to capture a few last moments to cherish your rejuvenating vacation in England.

If you're up for some more sightseeing, begin at Victoria Park. This curiosity-inducing park is a popular place to see in the city.

Depending on how much time you have to spare on your departure day, you may want to do some last-minute shopping or sightseeing. Downtown Portsmouth offers excellent shopping opportunities and is the perfect place to browse for souvenirs and gifts to bring home. Take a walk and discover unique items you can purchase to remind you of your city break in Portsmouth.

Before you conclude your city break in Portsmouth, drop by a top-rated restaurant for your last chance at a memorable dining experience in the city. Savor the destination's vibrant atmosphere over a delicious meal.

Dine in style at Thatchers Bar Lounge, a top recommendation for dinner tonight.

As you prepare to leave Portsmouth, remember the moments of joy, discovery, and connection you've experienced in England. Carry them with you as souvenirs of your journey, guiding you as you continue to explore and create new memories.

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