Plymouth, Massachusetts, isn’t just the landing spot of the Pilgrims — it’s also a lively hub for unique tours that highlight its coastal beauty, maritime lore, and even its spooky side. We particularly like the whale watching cruise because it offers a chance to see majestic marine mammals up close, and the haunted harbor cruise for its mix of history and ghost stories that bring Plymouth’s waterfront to life after dark. Whether you’re into wildlife, history, or just having a good time on the water, Plymouth’s tour options won’t disappoint.
One of the best parts about these tours is how they reflect the town’s maritime character. Imagine cruising with a naturalist in search of humpback and right whales, or dancing on a yacht during a lively party cruise. The variety of experiences guarantees there’s something for every traveler — from peaceful paddles to spooky ghost stories.
Quick Overview
Our list covers diverse experiences that showcase Plymouth’s coastal charm and lively culture. You’ll find a whale watching cruise that immerses you in marine wildlife (see details here), a party cruise perfect for celebrations (more info), a haunted harbor tour to explore ghostly legends (check it out), and a relaxing stand-up paddleboard rental for those who prefer a solo adventure (details here). Now, let’s dive into what makes each one special.
1. Plymouth: Whale Watching Cruise
For around $59 per person, this 4-hour whale watching cruise is a standout for anyone eager to see humpback, finback, pilot, minke, and right whales in their natural habitat. Departing from Plymouth, the tour features a knowledgeable naturalist who shares insights about marine life, making the experience both educational and awe-inspiring.
What sets this tour apart is the opportunity to spot multiple whale species, often within a few miles of the shoreline. The boat’s large windows and open deck provide great viewing options, and the full galley service ensures you stay warm and well-fed during the trip. Many reviewers mention the friendly crew and the impressive whale sightings, with several noting that it’s a highlight of their trip to Plymouth — “We saw so many whales breaching, it was surreal,” one reviewer commented.
This tour is ideal for families, wildlife enthusiasts, or anyone looking for a relaxing day on the water. The 4-hour duration balances a comprehensive experience without demanding too much time. Keep in mind, weather conditions can affect sightings, so a flexible schedule helps.
Bottom Line: A top-tier choice for marine life lovers who want a well-organized, informative cruise with excellent odds of whale sightings.
2. Plymouth: 2-Hour Party Cruise with Drinks and Music
If your idea of fun involves dancing, drinks, and good tunes, the 2-hour party cruise is the way to go. Priced at $65 per person, this yacht experience offers a lively atmosphere with a licensed captain and a dedicated party host. It’s perfect for birthdays, bachelor or bachelorette parties, or a night out with friends.
Onboard, you’ll find a bar-style setting with a variety of alcohol options, all served while you enjoy the best views of Plymouth Harbor. The host plays hit tunes, creating a vibrant vibe that makes this cruise stand out from more subdued boat trips. Many guests appreciate the casual, fun environment, noting that it’s a fantastic way to celebrate special occasions or simply unwind with friends after sightseeing.
This tour is well-suited for social groups who want a lively, memorable experience, but it might not be the best pick for those seeking a quiet or romantic outing. The 2-hour format keeps things lively but also leaves time for other activities later in the day.
Bottom Line: Perfect for groups wanting to combine scenic views with a party atmosphere — a lively way to enjoy Plymouth’s waters.
$65 per person
3. Plymouth: Haunted Harbor Cruise with Guide
For $49 per person, this 75-minute haunted harbor cruise offers a spooky twist on Plymouth’s history. Your guide shares ghostly legends, tales of shipwrecks, and stories behind landmarks like Burial Hill and Cole’s Hill, all while gliding through the harbor at night.
What makes this tour special is its blend of history and ghost stories, providing a creepy but fascinating look at Plymouth’s past. Many reviews mention how the guide’s storytelling skills make the legends come alive, turning a simple boat ride into an immersive experience. The eerie atmosphere adds to the thrill, especially during evening hours when the harbor feels mysterious and quiet.
This cruise is ideal for history buffs, ghost story enthusiasts, or anyone interested in a different perspective on Plymouth. It’s relatively short, making it easy to include in an evening itinerary. However, it’s best suited for those comfortable with dark stories and a slightly spooky vibe.
Bottom Line: A unique way to explore Plymouth’s haunted side, combining local legends with scenic views.
$49 per person
4. Plymouth: Stand-Up Paddleboard Rental
For $39 per group (up to 1 person), this stand-up paddleboard rental offers a peaceful way to enjoy Plymouth Harbor at your own pace. Whether you want to explore hidden coves, glide past the waterfront, or simply relax on the water, this option puts you in control.
The staff provides a brief safety overview and instructions, making it accessible for beginners. The calm waters of Plymouth Harbor make it an ideal setting for a solo paddle or a small group, with plenty of quiet spots to anchor and appreciate the scenery. Many renters mention how tranquil it is, especially during early mornings or late afternoons when the harbor is quieter.
This rental appeals to those who prefer independent exploration over guided tours. It’s an excellent choice for active travelers, couples, or families looking to combine sightseeing with some outdoor exercise. Since it’s a flexible rental, you can stay out for as long as you like, up to 8 hours.
Bottom Line: An affordable, flexible way to enjoy Plymouth’s waterfront at your own pace, perfect for independent travelers and outdoor lovers.
$39 per group up to 1
How to Choose Your Tour
Picking the right tour depends on your interests, budget, and time. For wildlife lovers who want to see whales, the whale watching cruise (see details) offers an unforgettable experience. If celebrating or just having fun on the water sounds better, the party cruise (more info) provides lively entertainment. History or ghost stories? The haunted harbor cruise (check it out) is perfect for an atmospheric evening. Looking for something more independent? The stand-up paddleboard (details here) is a great way to explore at your own pace.
Consider how much time you have and what kind of experience you want. For example, whale watching takes longer and is suited for a full morning or afternoon, while the haunted cruise is quick and perfect for evening plans. Booking early is advised, especially for popular activities like whale watching or holiday-themed cruises.
Final Thoughts
Plymouth offers a variety of tours that showcase its coastal charm, from awe-inspiring whale sightings to spooky tales of shipwrecks. For a family-friendly adventure, the whale watching cruise is hard to beat. If you’re celebrating or want a lively night, the party cruise delivers fun and fantastic views. History and mystery fans should not miss the haunted harbor tour, while outdoor enthusiasts can enjoy a serene paddle on their own.
No matter your interests, these experiences are worth planning ahead for — Plymouth’s waterways are waiting to be explored. Book early, pick the tour that suits your style, and enjoy a memorable day by the sea.