Viator Rating : 5 (7 reviews)
Washington DC
Chesapeake Bay Private Sailing Cruise: Relax & Explore!
150
Overview
Chesapeake Bay Private Cruise offers an exclusive sailing experience on the Chesapeake Bay for up to 5 people. Perfect for families, friends, or anyone seeking a personal adventure on the water, this private cruise lets people enjoy the bay's beauty at their own pace.
Guests can feel the gentle breeze as the yacht, Eternal Hope, cruises through the waters. If passengers are lucky, they might spot dolphins and ospreys along the way. The cruise starts near Washington DC, Annapolis, MD, and Baltimore, MD, making it an easy trip for a memorable day on the water. People can relax as the captain and first mate take care of the sailing, or they can even help steer the boat.
This two-and-a-half-hour cruise includes water and snacks and a USCG certified Captain and First Mate. This experience does not include food so guests are more than welcome to bring their own food or order food for the cruise. A private cruise offers the chance to unwind and enjoy the Chesapeake Bay's calm waters. 
Highlights
Private Experience: Enjoy a private cruise on the Chesapeake Bay with just your group (up to 5 people).
Relaxing Cruise: Sit back and relax on a 42 ft. sailing yacht named Eternal Hope.
See the Sights: Keep an eye out for dolphins, ospreys, and other wildlife.
Snacks and Drinks: Complimentary water and snacks are provided.
Expert Crew: Cruise with a certified USCG captain and first mate.
Help Sail: If you are interested, help steer the boat and pull the sails.
Sentiment Analysis
Guests love the friendly and skilled crew.
-
Many visitors enjoy the relaxing atmosphere.
-
Customers appreciate the personalized experience.
-
Families find it's a great way to spend time together.
Some guests wished the cruise was longer.
-
Limited availability due to popularity can be a drawback.
The Journey
Chesapeake Bay
The Chesapeake Bay is a vast estuary known for its scenic beauty, diverse wildlife, and historical significance. As the largest estuary in the United States, it offers a unique sailing experience with opportunities to spot dolphins, ospreys, and other marine life.
Eternal Hope Yacht
Eternal Hope is a 42 ft sailing yacht that provides the setting for your private cruise. This vessel offers a comfortable and intimate experience on the Chesapeake Bay, allowing you to actively participate in sailing or simply relax and enjoy the views.
Know Before You Go
This private cruise includes water and snacks, plus a USCG certified Captain and a First Mate to ensure a safe and enjoyable experience. Food is not included, so guests are welcome to bring their own or order it in advance. The meeting point is at a designated marina on the Chesapeake Bay, easily accessible from Washington DC, Annapolis, and Baltimore. Pickup and drop-off are at the same location.
Hot Tip
Many reviewers suggest bringing extra snacks and drinks. Wear comfortable shoes and clothes that you don't mind getting a little wet. If you're prone to seasickness, consider taking medication beforehand. Don't forget your camera to capture the beautiful scenery and wildlife!
Review Summary
People find this Chesapeake Bay Private Cruise to be a relaxing and scenic outing with excellent views of the bay from the comfortable 42-foot sailing yacht Eternal Hope. Positive reviews frequently mention the friendly and knowledgeable crew, the peaceful ambiance, and the chance to participate in sailing activities, which enhance the experience. Some guests note the convenience of bringing their own food or enjoying onboard snacks. On the downside, a few reviews mention the lack of wheelchair accessibility and recommend being aware of physical fitness requirements. Overall, customers highly recommend the private, customizable nature of the cruise for families and groups seeking a tranquil day on the water just a short drive from Washington DC.
This page is synthesized and developed by Dyvarcity Team
More like this
Washington DC
$554
Glide Through History: DC Monuments & Memorials Tricycle Tour
5.0
(71 reviews)
Duration: 180
minutes
The Classic Monuments & Memorials Tour offers a unique tricycle experience through DC's iconic landmarks, including the White House and war memorials. Enjoy a personalized, weather-protected, and accessible tour, perfect for all ages and those with mobility needs. The tours are customized to your interests, daytime or illuminated nighttime view.
Washington DC
$699
Chesapeake Bay Themed Cruise: Celebrate in Style!
5.0
(1 reviews)
Duration: 150
minutes
Themed and Special Event Cruise in Chesapeake Bay offers a unique way to celebrate life's special moments on a private sailing yacht. This experience provides a scenic backdrop of historic Southern Maryland for birthdays, anniversaries, promotions, or honeymoons. Whether it's a couple or a small group of up to five friends or family members, this private cruise ensures an intimate and memorable celebration.
What to Expect: This cruise focuses on creating a personalized celebration on the waters of Chesapeake Bay. Complimentary snacks and water are provided, along with a small cake and party favors to enhance the festivities. While adult beverages are not included, guests are welcome to bring their own to enjoy responsibly. The cruise emphasizes the beauty of the bay and the joy of celebrating with loved ones in a unique setting.
Important Note: Due to current health guidelines, bookings are limited to couples or families residing in the same household, with a maximum of five passengers. This ensures a safe and enjoyable experience for all.
Washington DC
$102
Chesapeake Bay Sailing Cruise: Nature's Peaceful Ride
4.8
(38 reviews)
Duration: 150
minutes
Enjoying A Beautiful Day With Mother Nature Cruises offers a unique and relaxing experience on the Chesapeake Bay. Imagine gliding across the water aboard the Eternal Hope, a sailboat powered only by the wind. It's a peaceful escape where the gentle sounds of the waves create a soothing atmosphere.
What to Expect: This sightseeing cruise focuses on showcasing the natural beauty of the Chesapeake Bay. As the boat gracefully moves through the water, passengers can admire the stunning scenery and keep an eye out for local wildlife. It's a fantastic way to connect with nature and enjoy a different perspective of the area. A key stop is Chesapeake Bay, where you'll get to see the best sights of the area.
Included are snacks and water to keep you refreshed during the cruise, as well as all fees and taxes. The tour excludes anything not specifically mentioned. This cruise sails at 9 am, 12 Noon and 3 pm, Tuesday - Sunday and on Mondays for Memorial Day and Labor Day. The meeting point is at the marina where the Eternal Hope is docked.
Washington DC
$123
Chesapeake Bay Sunset Cruise: Scenic Views & Wildlife!
4.4
(12 reviews)
Duration: 150
minutes
Sunset Cruise on the Scenic & Calming Chesapeake Bay. Get ready to see a beautiful sunset over the Twin Beaches on the Chesapeake Bay's western shore! This cruise is a perfect way to end a summer day, with amazing photo opportunities as the sun goes down.
While onboard the Eternal Hope, a 42-foot sailing yacht, guests might spot local wildlife like Ospreys and even Dolphins. The cruise also passes by the impressive Cliffs of Calvert, giving passengers a great view. This 2.5-hour cruise provides snacks and water to keep everyone happy and refreshed.
This experience does not include dinner or alcoholic beverages. Remember to call 24 hours before your cruise to make sure at least four passengers have booked. This ensures the cruise can go ahead. Enjoy a calming cruise to end your day!
Charlottesville
$499
Charlottesville's Premier Private Wine Tour: A Luxurious Tasting Experience
5.0
(610 reviews)
Duration: 300
minutes
The Virginia Private Custom Wine Tour from Charlottesville offers a 5-hour personalized experience. Enjoy visits to 3-4 wineries in a luxury Sedan with a dedicated wine trail guide. Discover tasting room recommendations and optional add-on lunch. Perfect for a relaxed exploration of Virginia's wine country.
Washington DC
$69
Arlington Cemetery Walking Tour: Changing of the Guards
4.9
(2563 reviews)
Arlington National Cemetery Walking Tour & Changing of the Guards is a 2 to 2.5-hour walking tour that helps people see Arlington Cemetery with a guide. Visitors will see important places and learn about American history.
The tour goes to the Tomb of the Unknown Soldier to watch the Changing of the Guards. It also visits the grave of John F. Kennedy, where he and Jackie Kennedy, Robert Kennedy, and Edward Kennedy are buried. People will also see where Civil War soldiers are buried and visit memorials like the USS Maine Mast Memorial. A local guide will help visitors see everything Arlington Cemetery offers.
This experience includes seeing the Changing of the Guards, visiting Civil War graves, having a professional guide, seeing important memorials, visiting the Kennedy gravesite, and the 2 to 2.5-hour guided tour. Gratuities, transportation, and entry to Arlington House are not included. The tour starts at the Arlington National Cemetery Welcome Center and goes through the Civil War sections, the Tomb of the Unknown Soldier, and the John F. Kennedy Gravesite.
Nearby Events
Camden Yards
Mar 26
3:05 PMOrioles vs Twins Opening Day at Camden Yards
Baltimore Orioles vs Minnesota Twins Opening Day Magnet Schedule ignites Oriole Park at Camden Yards with the thrill of MLB's season kickoff. Fans pack the historic stadium for this high-stakes matchup, where the Orioles launch their 2026 campaign against the Twins in a series opener buzzing with anticipation.
The Baltimore Orioles, fresh off a competitive 2025 season with 75 wins, aim to reclaim glory at home, facing a Minnesota Twins squad looking to rebound from 70 wins. Camden Yards captivates with its iconic warehouse views and vibrant atmosphere, a baseball mecca since 1992.
Scott Stadium Concerts
Apr 04
5:20 PMLuke Combs Tour: Dierks Bentley at Scott Stadium
Luke Combs headlines the My Kinda Saturday Night Tour at Scott Stadium Concerts in Charlottesville, VA, joined by Dierks Bentley, Ty Myers, Jake Worthington, and Thelma & James for an epic country music showdown. This stadium spectacle features the multi-platinum star's chart-topping hits like 'Ain't No Love in Oklahoma,' 'Beautiful Crazy,' and 'Fast Car,' fresh off his critically acclaimed album Fathers & Sons and new EP The Prequel.
Luke Combs, a 2x CMA Entertainer of the Year and the most certified country artist in history, delivers electric live shows that have fans dancing non-stop, as seen in his record-breaking performances across North America and Europe. Scott Stadium Concerts offers an open-air experience in the heart of UVA's campus, perfect for immersive country nights.
Capital One Arena
Mar 01
7:00 PMMatt Rife: Stay Golden World Tour at Capital One Arena
Matt Rife brings his Stay Golden World Tour to Capital One Arena, delivering a night of sharp wit, relatable humor, and high-energy comedy that has made him a standout on the stand-up circuit. Known for his viral social media presence and breakout performances on major comedy stages, Rife’s latest tour promises fresh material and an unforgettable live experience for fans of modern stand-up.
Capital One Arena, a premier entertainment destination in Washington, DC, is renowned for hosting top-tier concerts, sports, and comedy events. With its state-of-the-art sound and seating, the venue ensures every guest enjoys a premium night out, making it the perfect setting for Rife’s dynamic stage presence and growing fanbase.
Fulton Opera House
Jun 10
7:30 PMWest Side Story Lancaster: Tickets at Fulton Opera House
West Side Story arrives at Fulton Opera House in Lancaster, PA, bringing the iconic Broadway musical to the stage. This landmark production tells the tragic love story of Tony and Maria, two young lovers caught between the Jets and Sharks, rival street gangs fighting for control of 1950s New York City. The musical's groundbreaking exploration of love, prejudice, and social conflict, paired with Leonard Bernstein's sophisticated score and extended dance sequences, has made it a turning point in theatrical history since its 1957 debut.
West Side Story captures the timeless essence of Romeo and Juliet through a modern lens, examining themes that remain powerfully relevant today. Fulton Opera House, located in downtown Lancaster, is a premier regional venue known for hosting world-class theatrical productions and bringing Broadway-caliber entertainment to central Pennsylvania audiences.
Capital One Arena
Apr 05
8:00 PMRomeo Santos & Prince Royce Tickets: DC 2026 Tour
Romeo Santos & Prince Royce bring their *Mejor Tarde Que Nunca Tour 2026** to **Capital One Arena** in Washington, DC, promising an electrifying night of bachata and Latin romance. As kings of bachata, Santos—the King of Bachata with hits like 'Propuesta Indecente'—and Royce, whose 'Stand by Me' covers and 'Darte un Beso' collaborations have defined a generation, unite for a tour celebrating their enduring legacy and new joint anthems.[5]
Romeo Santos and Prince Royce have sold millions worldwide, blending heartfelt lyrics with infectious rhythms that ignite crowds. This powerhouse duo delivers emotional highs and dance-floor energy. Capital One Arena, freshly reopened post-$800M renovation, offers state-of-the-art acoustics in downtown DC.[1]
The Theater at MGM National Harbor
Aug 01
8:00 PMDerek Hough Symphony of Dance: Tickets National Harbor
Derek Hough's Symphony of Dance: Encore electrifies The Theater at MGM National Harbor, blending various dance styles with Hough's signature innovative choreography. Known for his dynamic performances on "Dancing with the Stars," Hough continues to captivate audiences with his exceptional talent and stage presence, solidifying his reputation as a dance icon.
The Symphony of Dance: Encore showcases his versatility and passion for dance. The Theater at MGM National Harbor offers an intimate setting with state-of-the-art acoustics, enhancing the viewing experience for every attendee.
The Bucket List Playbook: Top Things to do in Alexandria
Ready for adventure? Dyvarcity is your ultimate guide to the top 100 things to do in Alexandria From must-see attractions like Short Term Availability, Music, Historical Tours & Rock in Alexandria. We've handpicked events & experiences with passion: whether you love activities that move your body, vibrant music, sports, food, or cultural explorations.
View Alexandria Activities