Adventure Collective
Lobsters, Sailing & Music Experience in Rockland, Maine - Portland, Maine

Lobsters, Sailing & Music Experience in Rockland, Maine

Rocklandmoderate

Difficulty

moderate

Duration

3–4 days

Fitness Level

Participants should be in good health and able to handle moderate physical activity including boarding boats and spending hours outdoors.

Overview

Experience Maine’s coastline like never before—sail through secluded coves, feast on all-you-can-eat lobster, and enjoy live music aboard a schooner. Join us July 9–12, 2025 for an intimate and nature-inspired adventure.

Rockland, Maine

Lobsters, Sailing, & Music - July 9, 2025

3-night trip • Starting at $1,100 per person based on double occupancy • Ages 12+

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About This Adventure

Embark on a unique sailing adventure from July 9 to July 12, 2025, where the journey is shaped by nature. Experience serene evenings filled with music and conversation, explore secluded coves, and indulge in an all-you-can-eat lobster picnic on a pristine beach. Relax in comfortable cabins designed for your comfort.

Duration

  • Board Wednesday, July 9, 2025 between 6 pm and 8 pm
  • Disembark Saturday, July 12, 2025 before noon.

Trip Description

Enjoy days of sailing, and evenings of relaxing conversation, music provided by the captains, or quiet reflection on your day and surroundings.

No set itinerary. We'll let the winds, weather, and tides determine where we sail and where we anchor. Our favorite anchorages are in the harbors of fishing villages or small coastal communities, or quiet coves of secluded islands.

If you’d like to go for a walk while the schooner’s anchored, we’ll organize a rowing party using one of our shore boats. There are also a couple of small boats for individual use or small groups.

Sometime during the trip, enjoy an all-you-can-eat lobster picnic on an uninhabited island's pristine beach. For those with restricted diets, an alternate choice is available with advance notice.

This trip is perfect for letting go of everyday stress or when combining activities during your vacation.

Your Cabin

Your bed has already been made for you before you arrive. All you’ll have to do is unpack and relax.

  • Bed and bath linens are provided
  • Sinks w/ hot and cold running fresh water
  • 110 volt power outlets just like at home
  • Reading light over your pillow
  • Shelves and space to store your personal items
  • A deck light allowing for natural light
  • Large skylights in forward and midships compartments provide fresh air circulation as well as natural light

Accommodations & Pricing

  • Double Cabin $2,200 Double-occupancy cabin with one double bed.

  • Upper/Lower Bunk Cabin $1,100 per person, $2,200 for the cabin. Double occupancy cabin with one upper single bed and one lower single bed.

  • Single Cabin $1,220 Single occupancy cabin with single bed.

  • Private Head Cabin $2,440 Double occupancy cabin with one double bed and your own private head.

Adventure Tips

Bring seasickness medication

Sailing on open waters can cause motion sickness even for experienced travelers; packing remedies can enhance your comfort.

Dress in layers

Maine’s coastal temperatures can fluctuate sharply, especially in the evening; layering helps you stay comfortable throughout the day.

Protect your skin

The sun reflects off the water, increasing UV exposure—bring sunscreen, a hat, and sunglasses.

Keep waterproof gear handy

Even on calm days, unexpected spray or rain is possible—waterproof jackets or bags keep you dry and your gear safe.

Local Insights

Wildlife

  • Harbor seals spotted near rocky shores
  • Ospreys soaring above coastal forest and water

History

Rockland has a rich maritime history as a hub for lobster fishing and shipbuilding dating back to the 19th century.

Conservation

Efforts are in place to protect Maine’s coastal ecosystems, focusing on maintaining lobster populations and clean waters for wildlife and tourism.

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Adventure Hotspots in Portland, Maine

Frequently Asked Questions

Recommended Gear

Sunscreen

Essential

Protects your skin during long hours on the water.

summer specific

Layered Clothing

Essential

Helps adapt to temperature changes throughout the day and evening.

spring specific

Waterproof Jacket

Essential

Keeps you dry against spray and unexpected rain showers.

summer specific

Closed-Toe Boat Shoes

Essential

Ensures safety and grip on wet or moving surfaces aboard the schooner.