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Top 10 Best North America Sailing Trips

Found 684 Sailing Trips activities in North America. Sort by Popularity. - Page 29
 

SUNSET CRUISE in Key Largo,FL.

(5 of 3 reviews)

KEY LARGO BOAT CHARTERS offers a VIP private sunset excursion for you and your loved ones. No need to worry about large crowds or waiting in long lines. Personalize the trip to your liking. A private charter makes it more personab... More

Free Cancellation
Private Tour
Start From $479.00
 
SUNSET CRUISE in Key Largo,FL.

SUNSET CRUISE in Key Largo,FL.

  • North America
  • Superb3 reviews5

KEY LARGO BOAT CHARTERS offers a VIP private sunset excursion for you and your loved ones. No need t....

    Free Cancellation
    Private Tour
    Start From $479.00
 
 

2 Hr Shared Day Sail Along Historic Bay Front

(5 of 4 reviews)

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our staff and captains are friendly and eager to assist in making your experience a wonder memory. This 2-hour sail gives passengers a ... More

Free Cancellation
Private Tour
Start From $149.00
 
2 Hr Shared Day Sail Along Historic Bay Front

2 Hr Shared Day Sail Along Historic Bay Front

  • North America
  • Superb4 reviews5

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our sta....

    Free Cancellation
    Private Tour
    Start From $149.00
 
 

Fireworks Dinner Cruise

(5 of 1 review)

See Vancouver’s waterfront sights while you dine on a sunset dinner cruise. This leisurely cruise takes you past the downtown skyline, Canada Place, the North Shore Mountains behind the North Shore, the West Vancouver shoreline ... More

Free Cancellation
Private Tour
Start From $221.60
 
Fireworks Dinner Cruise

Fireworks Dinner Cruise

  • North America
  • Superb1 review5

See Vancouver’s waterfront sights while you dine on a sunset dinner cruise. This leisurely cruise ....

    Free Cancellation
    Private Tour
    Start From $221.60
 
 

Explore the Caribbean in Amazing Clear Boat Tour in Cozumel

(5 of 1 review)

Explore the wonders of Cozumel in a different way with this unique tour, The clear boat experience is waiting for you. This amazing activity is a unique way to admire the underwater world and it is possible because all the boat i... More

Free Cancellation
Private Tour
Start From $165.00
 
Explore the Caribbean in Amazing Clear Boat Tour in Cozumel Likely to Sell Out

Explore the Caribbean in Amazing Clear Boat Tour in Cozumel

  • North America
  • Superb1 review5

Explore the wonders of Cozumel in a different way with this unique tour, The clear boat experience i....

    Free Cancellation
    Private Tour
    Start From $165.00
 
 

Intrepid SpeedBoat Tour in Cancun with an amazing Snorkel Experience.

(5 of 1 review)

This is the best experience in Cancun and one of the most wanted, here you will feel 100% free, take a break and relax in this amazing activity. Enjoy and have fun driving your own speedboat across the Nichupte lagoon that is one ... More

Free Cancellation
Private Tour
Start From $59.00
 
Intrepid SpeedBoat Tour in Cancun with an amazing Snorkel Experience. Likely to Sell Out

Intrepid SpeedBoat Tour in Cancun with an amazing Snorkel Experie....

  • North America
  • Superb1 review5

This is the best experience in Cancun and one of the most wanted, here you will feel 100% free, take....

    Free Cancellation
    Private Tour
    Start From $59.00
 
 

Super Combo ATV, Reef Snorkel, Ziplines, Cenote Swim & snack

(2 of 1 review)

Welcome to the super combo tour, the best activity in Mexico and the Caribbean. You will start the trip in the town of Puerto Morelos. There you will be able to visit the 2nd biggest barrier reef in the world. Swim and explore the... More

Free Cancellation
Private Tour
Start From $115.00
 
Super Combo ATV, Reef Snorkel, Ziplines, Cenote Swim & snack Likely to Sell Out

Super Combo ATV, Reef Snorkel, Ziplines, Cenote Swim & snack

  • North America

Welcome to the super combo tour, the best activity in Mexico and the Caribbean. You will start the t....

    Free Cancellation
    Private Tour
    Start From $115.00
 
 

Isla Contoy Experience incl. Breakfast and Lunch

(2 of 1 review)

Your adventure kicks off at Marina Punta Norte, from where you'll sail towards Isla Mujeres while enjoying breakfast on board. You'll have an hour or so to explore the island or lounge on one of its powdery beaches. Hop back on th... More

Free Cancellation
Private Tour
Start From $142.00
 
Isla Contoy Experience incl. Breakfast and Lunch Likely to Sell Out

Isla Contoy Experience incl. Breakfast and Lunch

  • North America

Your adventure kicks off at Marina Punta Norte, from where you'll sail towards Isla Mujeres while en....

    Free Cancellation
    Private Tour
    Start From $142.00
 
 

Jungle Tour

(5 of 1 review)

This boat and snorkeling tour from Cancun gives you a 2-for-1 value—take a speedboat ride through Nichupte Lagoon and snorkel in the El Angel coral reef. Choose to take the driver’s seat or ride shotgun in a 2-seat speedboat a... More

Free Cancellation
Private Tour
Start From $70.00
 
Jungle Tour Likely to Sell Out

Jungle Tour

  • North America
  • Superb1 review5

This boat and snorkeling tour from Cancun gives you a 2-for-1 value—take a speedboat ride through ....

    Free Cancellation
    Private Tour
    Start From $70.00
 
 

Paddle at Dawn with visit to Cenotes and Islands

(4.9 of 41 reviews)

Dare to live a new experience! During this activity you will connect with your ecological SELF as you paddle towards sunrise. Enjoy a delicious picnic in a natural environment while you immerse yourself in warm and crystal clear w... More

Free Cancellation
Private Tour
Start From $21.85
 
Paddle at Dawn with visit to Cenotes and Islands Likely to Sell Out

Paddle at Dawn with visit to Cenotes and Islands

  • North America
  • Superb41 reviews4.9

Dare to live a new experience! During this activity you will connect with your ecological SELF as yo....

    Free Cancellation
    Private Tour
    Start From $21.85
 
 

Key West all Day Beach Pass from Miami

(4.9 of 41 reviews)

Meet at Miami Beach on Lincoln Road for a 7am departure and we will take a double decker bus and travel to the most famous Key, Key West. When we arrive at 10:30am you will have time to walk around and enjoy Key West. Make it over... More

Free Cancellation
Private Tour
Start From $169.99
 
Key West all Day Beach Pass from Miami Likely to Sell Out

Key West all Day Beach Pass from Miami

  • North America
  • Superb41 reviews4.9

Meet at Miami Beach on Lincoln Road for a 7am departure and we will take a double decker bus and tra....

    Free Cancellation
    Private Tour
    Start From $169.99
 
 

Afternoon Sail With the Whales from Ma'alaea Harbor

(4.9 of 41 reviews)

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii, the ‘Au ‘au channel off the coast of Maui boasts the greatest number. ... More

Free Cancellation
Private Tour
Start From $91.89
 
Afternoon Sail With the Whales from Ma'alaea Harbor Likely to Sell Out

Afternoon Sail With the Whales from Ma'alaea Harbor

  • North America
  • Superb41 reviews4.9

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....

    Free Cancellation
    Private Tour
    Start From $91.89
 
 

Private Romantic Sailing Sunset Experience

(3 of 1 review)

Enjoy a romantic mix of sensations, views and tastes as you gaze at a caribbean sunset while colors or the sunset on the coats of the caribbean. ... More

Free Cancellation
Private Tour
Start From $2,180.00
 
Private Romantic Sailing Sunset Experience Likely to Sell Out

Private Romantic Sailing Sunset Experience

  • North America

Enjoy a romantic mix of sensations, views and tastes as you gaze at a caribbean sunset while colors ....

    Free Cancellation
    Private Tour
    Start From $2,180.00
 
 

Private Luxury Sailboat for 12 people 4 hrs

(3 of 1 review)

Sail through the bay of Puerto Vallarta celebrating your birthday, a special date for you or just to have fun with your friends in private. It is a beautiful sailboat, comfortable, spacious, and excellently equipped. Interior: Sp... More

Free Cancellation
Private Tour
Start From $1,200.00
 
Private Luxury Sailboat for 12 people 4 hrs Likely to Sell Out

Private Luxury Sailboat for 12 people 4 hrs

  • North America

Sail through the bay of Puerto Vallarta celebrating your birthday, a special date for you or just to....

    Free Cancellation
    Private Tour
    Start From $1,200.00
 
 

Sailing Experience to Isla Mujeres with lunch and Premium Open Bar

(3 of 1 review)

Sail off on a sun-and-fun packed day trip to gorgeous Isla Mujeres, a natural attraction with beautiful views. Cruise on a luxury catamaran while sipping a drink or two from the open bar on your way to and from this scenic island.... More

Free Cancellation
Private Tour
Start From $129.00
 
Sailing Experience to Isla Mujeres with lunch and Premium Open Bar Likely to Sell Out

Sailing Experience to Isla Mujeres with lunch and Premium Open Ba....

  • North America

Sail off on a sun-and-fun packed day trip to gorgeous Isla Mujeres, a natural attraction with beauti....

    Free Cancellation
    Private Tour
    Start From $129.00
 
 

Private Catamaran Charter in Waikiki (7-12 Guests)

(3 of 1 review)

(IMPORTANT: Make sure you have *over* 6 guests selected to see availability for this activity, or it will show NO AVAILABILITY. If you have 1-6 guests, you can book under our other listing labeled for 1-6 guests.) This 48-foot ca... More

Free Cancellation
Private Tour
Start From $1,200.00
 
Private Catamaran Charter in Waikiki (7-12 Guests) Likely to Sell Out

Private Catamaran Charter in Waikiki (7-12 Guests)

  • North America

(IMPORTANT: Make sure you have *over* 6 guests selected to see availability for this activity, or it....

    Free Cancellation
    Private Tour
    Start From $1,200.00
 
 

3 in 1 Snorkeling, Parasailing, with Meco Ruins Free

(5 of 1 review)

Have a funny and incredible experience full of nature, doing 3 activities at water and land in a tour package! Fly and see the gorgeous views of the Carribean at 260 ft. By the way, you feel free and you liberate adrenaline! ... More

Free Cancellation
Private Tour
Start From $159.00
 
3 in 1 Snorkeling, Parasailing, with Meco Ruins Free Likely to Sell Out

3 in 1 Snorkeling, Parasailing, with Meco Ruins Free

  • North America
  • Superb1 review5

Have a funny and incredible experience full of nature, doing 3 activities at water and land in a tou....

    Free Cancellation
    Private Tour
    Start From $159.00
 
 

6-Hour Sailing Charter from Fort Lauderdale

(5 of 3 reviews)

Enjoy some time on the water with this 6-Hour Full Day Sailing Charter located in Fort Lauderdale. Your sail is entirely customizable, and travelers have the option to use their time docked or sailing out to sea. Once on the water... More

Free Cancellation
Private Tour
Start From $400.00
 
6-Hour Sailing Charter from Fort Lauderdale Likely to Sell Out

6-Hour Sailing Charter from Fort Lauderdale

  • North America
  • Superb3 reviews5

Enjoy some time on the water with this 6-Hour Full Day Sailing Charter located in Fort Lauderdale. Y....

    Free Cancellation
    Private Tour
    Start From $400.00
 
 

San Diego's first ever Family Sailing Tours

(5 of 5 reviews)

We are based in San Diego and we are designed for families. Our whole mission is to bring families closer together. We want to put smiles on everyone’s faces; parents, children, and grandparents alike. Our vessel, the Sea Monke... More

Free Cancellation
Private Tour
Start From $475.00
 
San Diego's first ever Family Sailing Tours Likely to Sell Out

San Diego's first ever Family Sailing Tours

  • North America
  • Superb5 reviews5

We are based in San Diego and we are designed for families. Our whole mission is to bring families c....

    Free Cancellation
    Private Tour
    Start From $475.00
 
 

Sail into Serenity Tropical Jazz & Wine Aboard a Catamaran

(5 of 5 reviews)

Sail Away on a Serene Tropical Jazz and Wine Cruise Embark on a leisurely journey, taking in the picturesque scenery at each stop for approximately 40 minutes. Join us aboard the Tropicat as we sail gracefully into the Pacific, p... More

Free Cancellation
Private Tour
Start From $135.00
 
Sail into Serenity Tropical Jazz & Wine Aboard a Catamaran Likely to Sell Out

Sail into Serenity Tropical Jazz & Wine Aboard a Catamaran

  • North America
  • Superb5 reviews5

Sail Away on a Serene Tropical Jazz and Wine Cruise Embark on a leisurely journey, taking in the pi....

    Free Cancellation
    Private Tour
    Start From $135.00
 
 

Private Swim and Sail Charter (Kewalo Harbor)

(5 of 5 reviews)

A beautiful ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and whales (seasonal). This experience is customization in its duration and activity *Viewing marine life is not guaranteed but we do... More

Free Cancellation
Private Tour
Start From $1,800.00
 
Private Swim and Sail Charter (Kewalo Harbor) Likely to Sell Out

Private Swim and Sail Charter (Kewalo Harbor)

  • North America
  • Superb5 reviews5

A beautiful ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and....

    Free Cancellation
    Private Tour
    Start From $1,800.00
 
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