Menu

Top 10 Best North America Sailing Trips

Found 694 Sailing Trips activities in North America. Sort by Popularity. - Page 34
 

Private Luxury Sailboat Charters of Honolulu

(5 of 3 reviews)

Oahu’s private luxury sailboat charter, Sailing Beauty, is operated by a mother and son team. While aboard this fully renovated 41' vessel, view the most treasured maritime life and landscapes of Oahu on a Day Sail and create gr... More

Free Cancellation
Private Tour
Start From $699.00
 
Private Luxury Sailboat Charters of Honolulu

Private Luxury Sailboat Charters of Honolulu

  • North America
  • Superb3 reviews5

Oahu’s private luxury sailboat charter, Sailing Beauty, is operated by a mother and son team. Whil....

    Free Cancellation
    Private Tour
    Start From $699.00
 
 

Cancun to Isla Mujeres Full Day Tour with Snorkeling

(5 of 3 reviews)

Live a fun and relaxed day aboard a catamaran with open bar on board meeting the pearl of the Caribbean – Isla Mujeres, with its paradise beaches. We start the catamaran tour with national open bar included on board throughout ... More

Free Cancellation
Private Tour
Start From $70.00
 
Cancun to Isla Mujeres Full Day Tour with Snorkeling Likely to Sell Out

Cancun to Isla Mujeres Full Day Tour with Snorkeling

  • North America
  • Superb3 reviews5

Live a fun and relaxed day aboard a catamaran with open bar on board meeting the pearl of the Carib....

    Free Cancellation
    Private Tour
    Start From $70.00
 
 

Sailing Charter Sightseeing Cruise on San Diego Bay up to 6 Guests

(3.5 of 2 reviews)

A Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San Diego. Pacifica Sailing Charters offers several different types of sailing charters and boat tours. Sail San Diego with us. Our sa... More

Free Cancellation
Private Tour
Start From $600.00
 
Sailing Charter Sightseeing Cruise on San Diego Bay up to 6 Guests Likely to Sell Out

Sailing Charter Sightseeing Cruise on San Diego Bay up to 6 Guest....

  • North America
  • Good2 reviews3.5

A Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San D....

    Free Cancellation
    Private Tour
    Start From $600.00
 
 

Half-Day Luxury Sailing in Puerto Morelos with Open Bar

(3.5 of 2 reviews)

Set sail on the tranquil turquoise waters of Puerto Morelos aboard a luxury catamaran for an unforgettable half-day adventure. This experience offers a guided snorkeling session at a vibrant reef in the Mesoamerican Barrier Reef, ... More

Free Cancellation
Private Tour
Start From $139.00
 
Half-Day Luxury Sailing in Puerto Morelos with Open Bar Likely to Sell Out

Half-Day Luxury Sailing in Puerto Morelos with Open Bar

  • North America
  • Good2 reviews3.5

Set sail on the tranquil turquoise waters of Puerto Morelos aboard a luxury catamaran for an unforge....

    Free Cancellation
    Private Tour
    Start From $139.00
 
 

Nighttime Sailing Trip from San Diego

(3.5 of 2 reviews)

Come aboard a 36-foot (11-meter) yacht for a nightcap on this 2-hour sailing trip from San Diego! Your knowledgeable captain and crew will take you past the Maritime Museum and the majestic city lights of San Diego. Whether you’... More

Free Cancellation
Private Tour
Start From $699.00
 
Nighttime Sailing Trip from San Diego Likely to Sell Out

Nighttime Sailing Trip from San Diego

  • North America
  • Good2 reviews3.5

Come aboard a 36-foot (11-meter) yacht for a nightcap on this 2-hour sailing trip from San Diego! Yo....

    Free Cancellation
    Private Tour
    Start From $699.00
 
 

Private Sunset Sail for Two

(5 of 5 reviews)

Experience intimacy while sailing along the San Diego Bay. Leave your worries behind as you cruise along the vibrant waterfront and marvel at the cityscape. Create a memory of a lifetime while sailing past Downtown, Point Loma, an... More

Free Cancellation
Private Tour
Start From $462.00
 
Private Sunset Sail for Two Likely to Sell Out

Private Sunset Sail for Two

  • North America
  • Superb5 reviews5

Experience intimacy while sailing along the San Diego Bay. Leave your worries behind as you cruise a....

    Free Cancellation
    Private Tour
    Start From $462.00
 
 

Private Cruise Swim with Dolphin

(5 of 5 reviews)

Exclusive private cruise for up to 20 guests on a 40 passenger catamaran boat ideal for parties and anniversaries. An Impressive Swimming Experience with Wild Dolphins at the West Coast of Oahu. Learning about the ecosystem of wil... More

Free Cancellation
Private Tour
Start From $3,769.63
 
Private Cruise Swim with Dolphin Likely to Sell Out

Private Cruise Swim with Dolphin

  • North America
  • Superb5 reviews5

Exclusive private cruise for up to 20 guests on a 40 passenger catamaran boat ideal for parties and ....

    Free Cancellation
    Private Tour
    Start From $3,769.63
 
 

Private Sightseeing Charter in Frenchman Bay

(3 of 2 reviews)

Enjoy a 2-hour tour of Frenchman Bay with eagle, seabird and porpoise sightings plus more. Explore the Porcupine Islands and Egg Rock. See beautiful views of Acadia National Park from the sea. Learn some history of coastal Maine a... More

Free Cancellation
Private Tour
Start From $700.00
 
Private Sightseeing Charter in Frenchman Bay Likely to Sell Out

Private Sightseeing Charter in Frenchman Bay

  • North America

Enjoy a 2-hour tour of Frenchman Bay with eagle, seabird and porpoise sightings plus more. Explore t....

    Free Cancellation
    Private Tour
    Start From $700.00
 
 

Private Sunset Tour in Marina La Cruz by Yacht

(5 of 17 reviews)

Enjoy the most exclusive beaches just accessible by sea and reach places that other regular tours don’t go. Also enjoy the explanation from our captain on the art of sailing. This is not a boat trip, this is an experience to enj... More

Free Cancellation
Private Tour
Start From $1,300.00
 
Private Sunset Tour in Marina La Cruz by Yacht Likely to Sell Out

Private Sunset Tour in Marina La Cruz by Yacht

  • North America
  • Superb17 reviews5

Enjoy the most exclusive beaches just accessible by sea and reach places that other regular tours do....

    Free Cancellation
    Private Tour
    Start From $1,300.00
 
 

San Diego Private Boat Tour

(5 of 17 reviews)

Offering the BEST ‘one-of-a-kind’ ocean experience. Your invitation to what we call “CHAMPAGNE SAILING”! We offer the most spacious small group boat experience which includes a USCG Captain. Tell us your PARTY preferences ... More

Special Offer
Free Cancellation
Private Tour
Start From $480.00
(Saving 20% ) $600.00
 
-20% San Diego Private Boat Tour Likely to Sell Out

San Diego Private Boat Tour

  • North America
  • Superb17 reviews5

Offering the BEST ‘one-of-a-kind’ ocean experience. Your invitation to what we call “CHAMPAGNE....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $480.00
    (Saving 20% ) $600.00
 
 

Public Schooner Sail in Greenport

(5 of 1 review)

You haven't truly visited the North Fork if you haven't been on the water! A sailing trip is hands down the best ways to see the East End of Long Island, and sailing aboard our unique schooner makes the experience extra special. U... More

Free Cancellation
Private Tour
Start From $130.00
 
Public Schooner Sail in Greenport Likely to Sell Out

Public Schooner Sail in Greenport

  • North America
  • Superb1 review5

You haven't truly visited the North Fork if you haven't been on the water! A sailing trip is hands d....

    Free Cancellation
    Private Tour
    Start From $130.00
 
 

NY Yacht Cruise with High Couture Show, Art Exhibit & Appetizers

(5 of 4 reviews)

- VIP access to "The Haute Couture Boat" event. - Firsthand viewing of Empório Aragão's new collection launch. - Showcase of 7 other international designers' collections. - Access to "Art Biennale sur Mer" art exhibition by São... More

Free Cancellation
Private Tour
Start From $298.51
 
NY Yacht Cruise with High Couture Show, Art Exhibit & Appetizers Likely to Sell Out

NY Yacht Cruise with High Couture Show, Art Exhibit & Appetizers

  • North America
  • Superb4 reviews5

- VIP access to "The Haute Couture Boat" event. - Firsthand viewing of Empório Aragão's new collec....

    Free Cancellation
    Private Tour
    Start From $298.51
 
 

2 Hours Small Group Fireworks Night in Waikiki

(5 of 4 reviews)

Enjoy a relaxing sail to Diamond head and Experience an unforgettable evening with Friday fireworks in small intimate group . See this vibrant display from a whole new perspective as the colorful lights reflect off the sea. Kick b... More

Free Cancellation
Private Tour
Start From $549.00
 
2 Hours Small Group Fireworks Night in Waikiki Likely to Sell Out

2 Hours Small Group Fireworks Night in Waikiki

  • North America
  • Superb4 reviews5

Enjoy a relaxing sail to Diamond head and Experience an unforgettable evening with Friday fireworks ....

    Free Cancellation
    Private Tour
    Start From $549.00
 
 

Kanoa Yacht Charter: 2-Hour Sail off Waikiki

(5 of 4 reviews)

Start your luxurious voyage at Kewalo Basin Harbor, located at 1025 Ala Moana Blvd - Pier E, Slip 223. With prime parking on-site, your journey begins the moment you arrive. For those without wheels, don't fret! The dock is a quic... More

Free Cancellation
Private Tour
Start From $2,000.00
 
Kanoa Yacht Charter: 2-Hour Sail off Waikiki Likely to Sell Out

Kanoa Yacht Charter: 2-Hour Sail off Waikiki

  • North America
  • Superb4 reviews5

Start your luxurious voyage at Kewalo Basin Harbor, located at 1025 Ala Moana Blvd - Pier E, Slip 22....

    Free Cancellation
    Private Tour
    Start From $2,000.00
 
 

Private Catamaran from Cancun to Isla Mujeres | For up to 100 pp

(4.8 of 18 reviews)

Experience the Caribbean like never before with our sophisticated seafarer guiding you through its pristine waters. During this tour, you will have one snorkel stop at any of the following places: El meco, Sac Bajo, El Farito, or... More

Free Cancellation
Private Tour
Start From $4,899.00
 
Private Catamaran from Cancun to Isla Mujeres | For up to 100 pp Likely to Sell Out

Private Catamaran from Cancun to Isla Mujeres | For up to 100 pp

  • North America
  • Superb18 reviews4.8

Experience the Caribbean like never before with our sophisticated seafarer guiding you through its p....

    Free Cancellation
    Private Tour
    Start From $4,899.00
 
 

SSS Experience. Speedboat, Snorkel, and Sightseeing in Cancun, Must Do Activity

(4.8 of 18 reviews)

Welcome to the most intrepid and extreme adventure in Cancún. You will be able to known the other face of the Caribbean with the Jungle Tour. On this activity we will drive our speedboat through the calm waters of the Nichupte... More

Free Cancellation
Private Tour
Start From $59.00
 
SSS Experience. Speedboat, Snorkel, and Sightseeing in Cancun, Must Do Activity Likely to Sell Out

SSS Experience. Speedboat, Snorkel, and Sightseeing in Cancun, Mu....

  • North America
  • Superb18 reviews4.8

Welcome to the most intrepid and extreme adventure in Cancún. You will be able to known the other f....

    Free Cancellation
    Private Tour
    Start From $59.00
 
 

It doesn't get better than this all inclusive 95ft luxury yacht

(4.8 of 18 reviews)

This all inclusive Baller Package isn't for everyone. If you want THE luxury yacht in Cabo this 95ft is THE one. Hot tub, bedrooms, bathrooms, we are talking 95ft baller baby! Contact us directly to make sure we can get you the ex... More

Free Cancellation
Private Tour
Start From $9,999.00
 
It doesn't get better than this all inclusive 95ft luxury yacht Likely to Sell Out

It doesn't get better than this all inclusive 95ft luxury yacht

  • North America
  • Superb18 reviews4.8

This all inclusive Baller Package isn't for everyone. If you want THE luxury yacht in Cabo this 95ft....

    Free Cancellation
    Private Tour
    Start From $9,999.00
 
 

Lowcountry Boil Dinner Cruise

(4.8 of 18 reviews)

Step aboard Bonjour for a one of a kind dinner cruise where Southern flavor meets coastal charm. Feast on a hearty Lowcountry Boil—piled high with fresh shrimp, sausage, corn, and potatoes—all while cruising the scenic waters ... More

Free Cancellation
Private Tour
Start From $127.86
 
Lowcountry Boil Dinner Cruise Likely to Sell Out

Lowcountry Boil Dinner Cruise

  • North America
  • Superb18 reviews4.8

Step aboard Bonjour for a one of a kind dinner cruise where Southern flavor meets coastal charm. Fea....

    Free Cancellation
    Private Tour
    Start From $127.86
 
 

Lana'i Coast Snorkel and Sail

(4.8 of 18 reviews)

Nobody knows the waters of Maui better than our crew. Let us host you on our Gold Coast catamaran as we explore and snorkel the incredible coastline of Maui. We'll check the conditions for the day and take off across the channel o... More

Free Cancellation
Private Tour
Start From $227.03
 
Lana'i Coast Snorkel and Sail Likely to Sell Out

Lana'i Coast Snorkel and Sail

  • North America
  • Superb18 reviews4.8

Nobody knows the waters of Maui better than our crew. Let us host you on our Gold Coast catamaran as....

    Free Cancellation
    Private Tour
    Start From $227.03
 
 

Two Hour Private Sailing Charter

(5 of 3 reviews)

Escape the city on a two hour private sailing charter for up to 6 guests. Our two hour charter option is available morning, afternoon, and evening, and it is a great option for a quick getaway. We sail you around lower Manhattan w... More

Free Cancellation
Private Tour
Start From $625.00
 
Two Hour Private Sailing Charter Likely to Sell Out

Two Hour Private Sailing Charter

  • North America
  • Superb3 reviews5

Escape the city on a two hour private sailing charter for up to 6 guests. Our two hour charter optio....

    Free Cancellation
    Private Tour
    Start From $625.00
 
Booking.com
Booking.com
Booking.com