Top 4 luxury & private things to do in Portsmouth

1. Private vacation photography session in Portsmouth

One hour of professional photography at iconic Portsmouth locations — capture memorable moments solo, as a couple, or with family and friends.

2. Private photography session with a local in Portsmouth

One hour session with a local photographer capturing your Portsmouth moments — suitable for couples, families, or solo travellers.

3. Private bike tour of Portsmouth

Three-hour guided bike tour through Portsmouth’s historic streets, coastal views, and hidden spots; includes bike fitting and safety briefing 30 minutes before start.

“During our brief first visit, we aimed to explore as much as possible. We reached out to Dawn to arrange a quick-paced private tour, mixing neighborhood highlights and island locations. She paired us with Steve, who was ideal for our needs—keeping stops and historical details brief as we requested. His deep knowledge of the area made our trip engaging and efficient, allowing us to cover everything we wanted. I highly advise this early in your stay. Great job, team!”— kathyriz673

4. Wine and gourmet tasting at Rockingham in Portsmouth

Ninety-minute guided tasting at Rockingham, featuring curated wines and gourmet bites paired with local history.

“Paul from Flaghill Winery delivered an engaging talk about his wines, detailing why each was paired with specific hors d'oeuvres during our tastings. I found it fascinating to learn how the climate contributes to unique varietal grapes and their role in creating distinctive wines. The chef's exceptional selections perfectly complemented the wines. It was a truly delightful experience.”— Sightsee670510