Phone: 262-207-4668
Weekdays 8:30am - 5:00pm CT
England and the Isle of Wight
June 20 - 29, 2027
This small-group tour of only 35 travelers offers 10 immersive days exploring London, the Isle of Wight, Bath, Oxford, the Cotswolds, Stratford-upon-Avon, and everything in between. Come experience a show at the Royal Shakespeare Theatre, champagne at the top of Spinnaker Tower, admission to the world-renowned Churchill War Rooms, and a British farm cooking class. Plus, dive into the thermal waters of Bath, visit a local garlic farm, tour Windsor Castle, and see a side of England many never do.
Price
Double: $5,999 pp | Single: $7,499 pp
*Join our roundtrip group flight from JFK to London! Call for pricing.
Inclusions
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Full itinerary as listed
- 14 meals (B=breakfast, L=lunch, D=dinner)
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Local English Tour Director
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Highest Travel Tour Director
Why We Selected The Isle of Wight
The Isle of Wight is a unique island in the English Channel where coastal views, fresh sea air, and small towns invite you to move at a more relaxing pace. Typical England itineraries don't include Wight, simply because getting there takes a bit more intention and planning, but that’s exactly what makes it so special. We’ve built this tour to feature the Isle of Wight for a unique twist on your England journey, along with an effort to make your vacation feel extra special. In June, you'll find that everything comes together perfectly: mild temperatures, long daylight hours, and landscapes in full bloom. The atmosphere is easygoing and welcoming, making it an ideal time to slow down, explore, and really take in a side of England that many travelers never experience.
Day 1/2 - June 20/21
Welcome to London!
After your overnight flight, step into the incredible city of London as we start this small-group trip. Take in the sights with a driving tour that showcases iconic highlights including Buckingham Palace and Big Ben. Then enjoy a special photo stop on Abbey Road Crossing before a guided tour of Westminster Abbey, the UNESCO World Heritage Site where British monarchs have been crowned for nearly 1,000 years. Check-in this evening to the Strand Palace Hotel in London's charming and lively West End before a group dinner to celebrate our first evening in England. D
Day 3 - June 22
Imperial War Museum / Tea / Churchill War Rooms / London Eye
Rise this morning in the heart of London as we travel to the Imperial War Museum for a visit that offers a detailed understanding of Britain's crucial role in World War I and II. Then enjoy a one-of-a-kind cultural experience with a tearoom lunch that will feature traditional finger sandwiches, scones with jam and clotted cream, cakes, and English tea. Our afternoon kicks off with a visit to the Churchill War Rooms to tour this secret underground government headquarters. Then, take a trip on the iconic London Eye beside the River Thames, famous for its 360-degree views of the city where you'll see sights like The Shard (the tallest building in Western Europe) with a birds-eye view. B, L
Day 4 - June 23
London Day at Leisure
After breakfast, enjoy a relaxing free day to explore London at your own pace and soak up the British culture. There are a plethora of highlights within a 20-minute walk from our hotel including Piccadilly Circus, The National Portrait Gallery, Twinnings Tea Shop, Downing Street, Trafalgar Square, The London Transportation Museum, Great Scotland Yard, Jubilee Market, The British Museum, and The Beatles' last rooftop concert at Apple Corps. In your tour documents, Highest Travel will send you detailed recommendations of places to visit with addresses and website links. B
Day 5 - June 24
Windsor Castle / Champagne in Spinnaker Tower / Portsmouth
This morning our small-group will depart London for Windsor Castle, one of the oldest and largest inhabited castles in the world. Enjoy time to explore this royal residence founded by William the Conqueror in the 11th century and currently used by King Charles III and Queen Camilla for weekends, holidays, and official duties. After lunch near the royal estate, continue on to the oceanfront town of Portsmouth where our group will ascend to the top of Spinnaker Tower for a glass of champagne and unbelievable views of the English Channel. This evening we check-in to our hotel on the harbor and relax before our day tomorrow on the Isle of Wight. B, L
Day 6 - June 25
Isle of Wight / Garlic Farm / Osborne House / Needles Chairlift
Take the ferry this morning to the stunning Isle of Wight for a full day of exploration. Start with a tour of a local garlic farm to see how they grow their crops followed by a garlic product tasting. Then it's off to Osborne House and Gardens, Queen Victoria and Prince Albert’s former seaside retreat built in the 1850s in the style of an Italian Renaissance palazzo. Following lunch on own in the charming village of Cowes, we'll have a unique visit to The Needles, one of the world's most famous rock formations where a chairlift will take us down to sea level for spectacular views of the rock "needles" and lighthouse. Return to Portsmouth this evening for a group dinner near the harbor. B, D
Day 7 - June 26
Stonehenge / Thermal Waters Spa / Bath
The day begins with travel to Salisbury to visit the prehistoric monument of Stonehenge, one of the world's most famous UNESCO World Heritage Sites. Then it's off to the beautiful city of Bath to savor lunch at leisure in one of the local bistros. Later today, our group is in for a unique experience that highlight's Bath's history of thermal water with time at Britain's original natural thermal spa. This spa session will allow travelers to enjoy the infrared room, aroma steam rooms, and the mineral rooftop thermal pool with unmatched views of the city. Enjoy dinner on own this evening and time to soak up Bath's historic city center right outside our hotel. B
Day 8 - June 27
Roman Baths / Cooking Class / Private Punting Tour / Oxford
This morning our group will visit the Roman Baths to see this remarkably preserved ancient bathing complex built around 60 AD. After a scenic drive through the beautiful English countryside of The Cotswolds, our small-group will have a hands-on British cooking class to make lunch together with instruction from local chefs. The afternoon brings us to Oxford for a private punting tour along the River Cherwell. This traditional and quintessential British pastime will involve our guide propelling a flat-bottomed boat (a "punt") using a long pole pushed against the riverbed. Dinner this evening is at leisure before check in at the charming Voco Oxford Spires hotel. B, L
Day 9 - June 28
Bodleian Library / Blenheim Palace / Royal Shakespeare Theatre
We start this day with a visit through Oxford's historic and prestigious Bodleian Library. Then continue to Blenheim Palace, built in the 1700s and the birthplace of Winston Churchill. After exploring this home and enjoying lunch at leisure within the estate, travel onward to Stratford-upon-Avon, the birthplace of William Shakespeare. Our small-group will enjoy an elegant dinner before a captivating show at the Royal Shakespeare Company Theatre. Their unique "thrust" stage (meaning the audience surrounds the stage on three sides) creates an intimate atmosphere for the performance. Overnight this evening at the luxurious Hotel Indigo in the heart of town. B, D
Day 10 - June 29
Travel Home
Today we travel back to London for flights home, taking with us memories of England and new friendships from this small-group tour. B
June 20 - 29, 2027
Arrive / Depart
London, England
Accommodations
Nights 2-4: Strand Palace Hotel
Nestled on London's oldest and most distinguished streets, our vibrant West End property is in walking distance to the city's best shops, restaurants, and cultural sights. This 4-star hotel blends modern comfort with traditional British charm and offers exclusive amenities such as a restaurant, private bar, gym, concierge, room service, and more. Strand Palace Hotel also offers room amenities including Hypnos beds (luxury, handcrafted British mattresses), an in-room safe, and hairdryer.
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Nights 5-6: Holiday Inn Express Portsmouth – Gunwharf Quays
As the only hotel in the harbor of Gunwarf Quays, this modern 4-star property is conveniently located for our ferry to the Isle of Wight. Right outside your doorstep is a vibrant shopping and dining area on the coast of the English Channel with scenic views of Spinnaker Tower. Rooms offer amenities such as a tea maker, hair dryer, and luxury sheets while the hotel features a bar and lounge for your leisure.
Night 7: Abbey Hotel Bath
Situated in the historic city center, this now 4-star hotel was built in 1739 perfectly located across from the River Avon and Bath City Parade Gardens. Guest rooms offer comfortable Hypnos beds, a hair dryer, iron and ironing board, and tea maker. In addition to a sophisticated design, the hotel also hosts a cocktail bar and restaurant with outdoor seating.
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Night 8: Voco Oxford Spires
Voco Oxford Spires is tranquil, 4-star hotel in Oxford located right outside the Queen's College Recreation Grounds. Rooms offer premium bedding, a tea maker, and hair dryer. The hotel offers a fitness center, heated indoor pool, and restaurant. Behind the hotel is the real hidden gem of the property - a beautiful walking path on the River Thames.
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Night 9: Hotel Indigo Stratford Upon Avon
Our boutique, 4-star cottage-style hotel in the heart of this Shakespearean town is overflowing with character in a building that dates back to the 15th century. With antique touches and design references to Shakespeare’s world, this is the perfect hotel for our small-group. Guest rooms feature Egyptian cotton bedding, comfortable Hypnos beds, a tea maker, and hair dryer. The property also offers a state-of-the-art gym, bar, and restaurant with outdoor seating.