T/T Trilogy – 24 Family Sportsman

Exploring Boston’s waters with the T/T Trilogy — a fun, flexible, and well-equipped boat experience

If you’re looking for a way to see Boston from its waterfront without the crowds or the hassle of organizing your own boat, the T/T Trilogy’s 24′ Family Sportsman offers an appealing option. This private, two-hour adventure combines comfort, watersports, and scenic views, making it a versatile choice whether you want to fish, tube, or simply cruise along the coast. While it’s a rental, it feels more like a curated experience, thanks to an experienced captain and crew who help make your day memorable.

One thing we really appreciate is how this experience balances fun and relaxation. With onboard amenities like a bathroom, cooler, and plenty of seating, you can truly make it a full day if you wish — especially with the option to bring your own food and beverages. The boat’s equipment caters to families and groups of up to six, making it a cozy but flexible setting. The only consideration might be the price point—$700 for a group up to six—to see if that aligns with your budget for a private day on the water.

This tour suits families, couples, or friends wanting a tailored day in Boston’s harbor, blending watersports, sightseeing, and downtime. It’s especially great if you want to avoid crowded tours and prefer a more intimate, personalized experience.

Key Points

• Flexible duration and activities: Choose from watersports, fishing, or relaxing cruises.
• All amenities included: Bathroom, cooler, and plenty of seating create a comfortable environment.
• Private group experience: Perfect for up to six people, offering personalized attention.
• Great for families: Child-friendly, with space for a full day of fun.
• Skilled captain and crew: Ensure safe navigation and personalized service.
• Stunning views of Boston: Enjoy the city skyline and scenic coastlines.

A detailed look at the T/T Trilogy – 24 Family Sportsman experience

When you book the T/T Trilogy, you’re not just renting a boat — you’re stepping into a tailored Boston adventure. The boat itself is a 24′ Family Sportsman, well-equipped for both watersports and leisure activities. This vessel offers a great blend of comfort and functionality, promising a smooth ride whether you’re speeding across the water or drifting while fishing.

The embarkation: setting sail from Dock R

Your journey starts at Dock R, behind Victory Point Restaurant. As you arrive, you’ll notice how convenient it is to begin your day. The crew, part of Sunset Yacht Rentals, is known for their friendly, helpful attitude, and they’re eager to help you get settled. Once onboard, the captain takes charge, guiding you out into Boston’s harbor with a reassuring expertise that puts all nervousness at ease.

The boat: a comfortable, functional space

The boat comes with a host of features that promote a full day on the water. There’s a large cooler for your food and drinks, storage boxes, and gunwale rod storage for fishing gear. It’s designed with groups in mind, featuring up to six seats plus an inviting bow lounge and an aft bench seat for five. For families, this means everyone has a spot to relax or socialize, whether you’re lounging in the sun or sitting back to enjoy the vistas.

Activities on board: watersports, fishing, or relaxing

The T/T Trilogy is equipped for a variety of activities. If watersports are your thing, you’ll love the tow hitch with a tube available for tubing — perfect for adrenaline-filled fun with kids or friends. The boat’s fiberglass swim platform with a ladder makes swimming or just wading in the water easy and safe. For those who prefer a quiet day, fishing in the 20-gallon live well or simply cruising along the scenic coastlines offers plenty of opportunities to unwind.

The captain’s role: safety and local knowledge

The captain isn’t just a driver — they’re a guide, ensuring you’re safe and comfortable throughout the trip. Many reviewers note that the crew is passionate about making the experience memorable, with some mentioning that the captain is also skilled at guiding fishing or watersports. Their local knowledge means you’ll likely see some hidden coves or scenic spots that aren’t on the typical tourist maps.

The scenery: stunning views of Boston

One of the greatest delights of this trip is the spectacular views of the Boston skyline, especially as the sun begins to set. The gentle rocking of the boat combined with the fresh sea breeze makes for an incredibly relaxing environment. Many reviews mention how peaceful it feels to float away from the busy city while catching glimpses of iconic landmarks along the coast.

End of the journey: returning with memories

As the journey winds down, you’ll appreciate the ease of returning to your starting point. The crew’s professionalism ensures a smooth, stress-free experience. Many guests comment on how the experience exceeds expectations, especially noting the blend of activities and scenic beauty.

What’s included and what to consider

Included in your trip are the boat, captain, crew, and essential amenities like a bathroom, cooler, and seating. You’re encouraged to bring your own food and beverages, making this a flexible experience that suits your preferences.

Not included are alcoholic beverages, additional food, towels, and gratuity for the crew. It’s worth considering tipping if you receive exceptional service—something many seasoned boaters suggest.

Practical tips

• Duration: The experience lasts 2 hours, but you should check availability for specific start times.
• Price: At $700 per group (up to six), the cost breaks down to roughly $117 per person, which is reasonable considering the private, all-inclusive nature.
• Weather considerations: Always check the forecast. Boston’s weather can change quickly, affecting your plans.
• Bring your own gear: If fishing or tubing, pack your gear, towels, or extra snacks.
• Safety: No fireworks, explosive substances, or fire making allowed onboard, aligning with safety regulations.

Who will enjoy this experience?

This experience is ideal for families wanting a mix of fun and relaxation, groups of friends seeking a private outing, or couples wanting a scenic escape. The boat’s amenities and crew attention make it suitable for all ages, especially if you’re keen on watersports or fishing. It’s also a practical choice for those who prefer to customize their day without the constraints of larger tour groups.

The Sum Up

The T/T Trilogy’s 24′ Family Sportsman offers a well-rounded, private boat experience that balances scenic beauty, watersports, and family-friendly amenities. Its flexibility and comfort make it a standout choice for those wanting an intimate day on Boston’s waters. Whether you’re here to fish, tube, or simply enjoy the city’s skyline from the water, this experience delivers excellent value and authentic local charm.

While the price might seem steep, the inclusiveness of amenities and personalized service makes it worthwhile for a memorable day. Perfect for families or small groups seeking a tailored, fun, and relaxing adventure, it’s a fantastic way to see Boston from a different perspective — on the water, with plenty of options to suit your mood.

FAQ

How long is the tour?
The experience lasts for 2 hours. You can check for available starting times when booking.

What is included in the price?
The trip includes the boat, captain, crew, and onboard amenities such as a bathroom, cooler, and seating for up to six people.

Can I bring my own food and drinks?
Yes, you’re welcome to bring your own food and beverages, including alcohol and soda, to enjoy during the trip.

Are watersports available?
Yes, the boat is equipped with a tow hitch and tube for tubing, making watersports a fun option on your trip.

Is this experience suitable for children?
Absolutely. With family-friendly amenities and a relaxed atmosphere, it’s suitable for children, especially if they enjoy watersports or scenic cruising.

Where do I meet for the tour?
The boat departs from Dock R, located behind Victory Point Restaurant. Make sure to arrive a bit early to get settled.

This private Boston adventure, wrapped in comfort and scenic beauty, is a superb choice for small groups wanting a personalized day afloat. Whether you’re after thrills or tranquility, the T/T Trilogy’s Family Sportsman boat makes it happen with style and ease.