Rehoboth Beach isn’t just about sunbathing on sandy shores; it’s a place where the water and land offer plenty of fun, active ways to experience the coast. Whether you’re into trying a new sport, exploring with an interactive scavenger hunt, or capturing perfect vacation photos, this seaside town has options that go beyond the usual. We especially like 2-hour paddleboard rentals, which let you enjoy the calm waters of Rehoboth Bay at your own pace, perfect for both beginners and seasoned paddlers. Plus, with flexible start times and all equipment included, it’s a hassle-free way to get on the water.
For those eager to learn windsurfing, the windsurfing lesson on Rehoboth Bay offers a quick intro that combines instruction with the thrill of sliding across the water. If you prefer a more interactive adventure on land, the Fenwick Island Follies Scavenger Hunt gives you an innovative way to discover the area with a remote host guiding your team through creative challenges. And for capturing memories, a professional photo shoot makes sure your vacation photos are as special as the moments you spend here.
Quick Overview
Our list covers a diverse set of tours and experiences in Rehoboth Beach, from water sports like paddleboarding and windsurfing to interactive scavenger hunts and professional photography. Each option is designed to suit different interests and energy levels, providing memorable ways to explore and enjoy the area. Check out each detail below to find the perfect fit.
1. 2-Hour Paddleboard Rental in Rehoboth Bay

This paddleboard rental is an excellent choice for independent travelers wanting to enjoy the water on their own terms. It includes all the necessary gear and features flexible start times, making it easy to fit into any schedule. The calm waters of Rehoboth Bay provide an ideal setting for beginners to learn and for experienced paddlers to unwind while taking in the scenery. Many reviewers emphasize the shallow water, which makes getting on and off the board easy, even for first-timers. The location is convenient with ample parking, and the staff is consistently described as friendly and helpful.
This rental is family-friendly and suitable for all ages and abilities, making it a perfect activity for a relaxed day on the water. The opportunity to spot native marine wildlife adds an educational twist to your paddle. At just $50 per person for two hours, it offers great value, especially considering the equipment and flexibility. Whether you want a peaceful paddle or a fun adventure with kids, this experience delivers.
Bottom Line: Ideal for solo explorers or families seeking a flexible, easy, and scenic water activity, with the bonus of wildlife sightings and personal discovery.
2. Windsurfing Lesson on Rehoboth Bay

If you’ve ever wondered what it feels like to glide across the water on a sailboard, this windsurfing lesson hits the mark for its straightforward approach and small-group format. The two-hour class includes all gear and provides personalized tips on reading the wind and balancing on the board. The instructor’s focus on beginner-friendly techniques makes it accessible even for those who’ve never been on a sailboard before.
Rated 5/5 by those who have tried it, the lessons are perfect for travelers who want a quick, fun introduction without committing to a full course. Many comments mention the instructor’s helpfulness and the small class size, which fosters a comfortable learning environment. The experience is best suited for active types looking to try something new in the water, with only a short time investment.
A key advantage is that you leave with skills you can build on later, making it more than just a single lesson. For $175 per person, it’s a bit of an investment but offers an authentic, hands-on introduction to windsurfing.
Bottom Line: Great for adventure-seekers curious about windsurfing and wanting a quick, personalized lesson that’s easy to fit into your trip.
3. Fenwick Island Follies Scavenger Hunt

For a truly unique way to explore Rehoboth area, the Fenwick Island Follies Scavenger Hunt offers a blend of tour, challenge, and social interaction. You’re guided by a remote, live host who helps you solve creative challenges and uncover fun facts about the area. The game is designed to be immersive, playful, and social, making it ideal for families, friends, or groups looking for an active outing with a twist.
The experience is approximately two hours long, and at $27 per person, it’s very budget-friendly. Participants enjoy discovering hidden corners of the area, solving puzzles, and sharing laughs along the way. Its interactive nature, combined with the convenience of a live host, makes it stand out from traditional scavenger hunts. While the review is limited, the one available highlights the engaging and innovative approach.
This tour suits those who love puzzles, urban exploration, and social challenges that turn sightseeing into a game. It’s less about physical exertion and more about mental agility and team fun.
Bottom Line: Perfect for groups wanting a creative, interactive way to explore and learn about Rehoboth’s surroundings without breaking the bank.
4. Hire Photographer, Professional Photo Shoot – Rehoboth Beach

This professional photo shoot turns your vacation into a collection of timeless keepsakes. For around $202, your personal photographer will work with you for up to four hours, capturing images at your preferred locations or suggesting scenic spots you may not have found on your own. The package includes 50 high-quality photos, delivered within two weeks.
What makes this experience stand out is its tailored approach—your photographer customizes the shoot based on your style, whether you want romantic shots, family portraits, or fun group photos. The reviews highlight the personalized service and the variety of locations suggested, from beachfronts to charming streets. With no other group in the shoot, you get a very intimate experience.
This is a perfect choice for special occasions, influencers wanting professional content, or families seeking to preserve memories. The cost reflects the high-quality service and personalized attention.
Bottom Line: A worthwhile splurge for anyone wanting polished, professional photos that truly capture the essence of their Rehoboth Beach vacation.
5. Radical Rehoboth Scavenger Hunt

At Radical Rehoboth Scavenger Hunt, the focus is on a highly interactive, socially engaging experience. Similar to Fenwick Island Follies, this hunt provides a remote, live host guiding your team through a series of creative tasks and detective challenges. Priced at just $21.60 per person, it offers a budget-friendly way to see the area differently.
Rated 3/5, it’s clear that this experience appeals to adventurous groups who enjoy problem-solving and interactive games. The 2-hour duration makes it manageable within your day without taking over your schedule. The main appeal lies in the mixture of tour, challenge, and social experiment, with the added convenience of remote guidance.
Ideal for younger groups, colleagues, or friends who thrive on competition, this activity offers a more energetic alternative to traditional sightseeing.
Bottom Line: Best suited for those who like a challenge and want a spirited, team-oriented activity that’s easy to organize.
6. Dewey Beach: Guided Paddleboard Excursion on Rehoboth Bay
This guided paddleboard excursion combines instruction with exploration—perfect if you want more than just a rental. For $65 per person, the 1.5-hour experience includes a lesson from your guide, local birdwatching, and marine life spotting. It’s an excellent way to learn the basics while enjoying the scenery.
The guide will lead you around Rehoboth Bay, pointing out wildlife and scenic views, making it educational as well as fun. The location offers free parking and nearby restrooms, which helps keep logistics simple. The small group size ensures personalized attention, making this ideal for beginners or those wanting a guided experience without a full day commitment.
You get a balanced mix of instruction, sightseeing, and physical activity, perfect for a half-day outing that leaves you feeling accomplished.
Bottom Line: For travelers wanting a guided, educational paddleboarding experience that emphasizes wildlife and scenery, this tour hits the spot.
7. Ultimate Pontoon Boat Rental in Chincoteague Island, VA

If your idea of fun involves relaxing on the water with friends or family, the pontoon boat rental offers a flexible, all-day adventure. With capacity for up to 12 guests and priced at $1,000 per group, this four- to eight-hour rental is ideal for a full day on the water exploring Assateague Island.
Included are opportunities to learn about the island’s incredible wildlife, including wild ponies, and enjoy onboard music and entertainment. The boat’s route passes notable landmarks such as the Wallops Island flight facility, adding an educational component. This option is perfect for families, groups of friends, or couples who want a private, customizable experience.
The main benefit is the freedom to create your own schedule, with plenty of time for swimming, picnicking, or just soaking up the scenery. It’s a premium experience with a high price but offers unmatched flexibility and comfort.
Bottom Line: Best for groups seeking a personalized, laid-back day on the water with plenty of space and optional activities.
How to Choose the Best Tour for You
When selecting the right experience in Rehoboth Beach, consider your budget, time available, and interests. If you want a flexible and active water adventure, the paddleboard rental is a reliable choice. For a quick skill-building session, the windsurfing lesson offers practical instruction. Those looking for something fun and social on land might prefer the Fenwick Island Follies or Radical Rehoboth, while picture-takers will find the professional photoshoot a worthwhile investment.
Timing matters: early booking is recommended for popular activities like windsurfing, and booking in advance for private rentals can secure your preferred dates. If you plan to relax with friends or family, the pontoon boat offers the most flexibility and space.
Rehoboth Beach offers a variety of tours suited for all sorts of travelers. Whether you’re into active water sports, seeking a fun challenge, or looking to preserve memories with professional photos, there’s something here for you. For a balanced mix of adventure, relaxation, and discovery, any of these options will enrich your visit—just make sure to book early, especially during peak season. Enjoy your trip and make the most of what this charming beach town has to offer!
